Category: 58081-05-3

In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Chiral, biomimetic total synthesis of (-)-aplysistatin, published in 1982-11-05, which mentions a compound: 58081-05-3, mainly applied to aplysistatin Aplysia stereoselectivity total synthesis; cyclization biomimetic hydroxyhomogeranylbutyrolactone, Formula: C4H6O3.

The marine antineoplastic agent aplysistatin (I), from Aplysia angasi, was prepared enantiospecifically in 6 steps from R-(+)-malic acid. The key step was the biomimetic cyclization of lactone II with 2,4,4,6-tetrabromocyclohexa-2,5-dienone in MeNO2 at 20° for 2 h to give a 19:81 mixture of dihydroaplysistatins III (β-Br, β-Me, α-H; α-Br, α-Me, β-H).

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Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

Formula: C4H6O3. So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic. Compound: (R)-4-Hydroxydihydrofuran-2(3H)-one, is researched, Molecular C4H6O3, CAS is 58081-05-3, about Intensified crystallization in complex media: Heuristics for crystallization of platform chemicals.

This paper presents heuristics for the integration of fermentation with the appropriate crystallization based in-situ product recovery (ISPR) technique. Here techniques, such as co-crystallization (CC), evaporative crystallization (EC), template induced crystallization (TIC), cooling crystallization (ClC) and electrochem. induced crystallization (EIC), that were recently developed or applied to fermentations were evaluated. For this purpose, the operating windows of fermentation and crystallization of the top-twelve platform chems. as identified by the US Department of Energy were extracted from literature and processed. The results show that in principle all mols. can be crystallized and confirm that different classes of platform chems. require different crystallization techniques. Finally, the results show that intensified crystallization, by means of utilizing external fields (EIC) or tunable solid state properties (CC), seems to be a very feasible ISPR technique.

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Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 58081-05-3, is researched, SMILESS is O=C1OC[C@H](O)C1, Molecular C4H6O3Journal, Article, Research Support, Non-U.S. Gov’t, Brain Research Bulletin called Structural and stereoisomeric specificity of serum-borne sugar acids related to feeding control by rats, Author is Sakata, Toshiie, the main research direction is sugar acid appetite hypothalamus structure.Quality Control of (R)-4-Hydroxydihydrofuran-2(3H)-one.

Specificity of chem. structures and stereoisomers among serum-borne short-chain organic acids in rats were assessed for their effects on feeding behavior and humoral factors by infusion into the rat 3rd cerebroventricle. Infusion of glyceric acid (1.0 μmol), 3,4-dihydroxybutanoic acid γ-lactone (3,4-DB), or 3,4,5-trihydroxypentanoic acid γ-lactone (2.50 μmol) immediately before the dark phase decreased food intake for, at most, 24 h. These acids did not affect drinking or ambulation. Initial feeding, not necessarily accompanied by periprandial drinking, was induced after infusion of 2,4-dihydroxy-butanoic acid γ-lactone, 2,4,5-trihydroxypentanoic acid γ-lactone (2,4,5-TP), or exogenous 2,4,5,6-tetrahydroxyhexanoic acid γ-lactone (2.50 μmol) in the light phase. Of these acids, 3,4-DB most potently suppressed and 2,4,5-TP most potently enhanced feeding. Of these, the 2S,4S-isomer and the 3S-isomer were the most potent of 2,4,5-TP and 3,4-DB, resp. Only the 2S,4S-isomer of 2,4,5-TP induced hypoglycemia with hyperinsulinemia, whereas opposite effects were produced by the 3S-isomer of 3,4-DB. The positions of the hydroxyl groups on 4-butanolide and the S- and S,S-stereoisomers are important in modulating food intake through the hypothalamus.

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Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

Calvisi, Giuseppina; Catini, Roberto; Chiariotti, Wilma; Giannessi, Fabio; Muck, Sandra; Tinti, Maria Ornella; De Angelis, Francesco published the article 《Single-step conversion of chiral carnitine and derivatives into (S)- and (R)-β-substituted γ-butyrolactones》. Keywords: butyrolactone preparation; carnitine cyclocondensation.They researched the compound: (R)-4-Hydroxydihydrofuran-2(3H)-one( cas:58081-05-3 ).HPLC of Formula: 58081-05-3. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:58081-05-3) here.

An efficient 1-step conversion of chiral carnitine and its derivatives into stereoisomerically pure (S)- and (R)-β-substituted γ-butyrolactones by cyclocondensation is described. (S)- or (R)-carnitine and (R)-aminocarnitine give β-hydroxy-γ-butyrolactone and β-amino-γ-butyrolactone in 82 and 77% yield, resp., with retention. (R)-(acetylamino)carnitine gives (R)-β-acetylamino-γ-butyrolactone in 90% yield, while (R)-acetylcarnitine gives 2(5H)-furanone under the same reaction conditions in 77% yield via cyclization and subsequent elimination. (R)-N-benzyloxycarnitinamide gives a mixture of pyrrolidinone (11% yield) and furanoyl imidate (50% yield) derivatives

From this literature《Single-step conversion of chiral carnitine and derivatives into (S)- and (R)-β-substituted γ-butyrolactones》,we know some information about this compound(58081-05-3)HPLC of Formula: 58081-05-3, but this is not all information, there are many literatures related to this compound(58081-05-3).

Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

Electric Literature of C4H6O3. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: (R)-4-Hydroxydihydrofuran-2(3H)-one, is researched, Molecular C4H6O3, CAS is 58081-05-3, about A novel synthesis of (R)- and (S)-4-hydroxytetrahydrofuran-2-ones. Author is Tanaka, Akira; Yamashita, Kyohei.

The hydroxy ester I (R = H, R1 = OH), prepared from L-ascorbic acid by sequential treatment with acetone and AcCl, 30% H2O2 and CaCO3, and Me2SO4, was treated with MeSO2Cl and pyridine in CH2Cl2 to give 90% I (R = H, R1 = MeSO3), which, when heated at 85° with LiCl in DMF furnished a mixture of the erythro and threo chloro esters I (R = Cl, R1 = H; R = H, R1 = Cl) (II). Upon hydrogenolysis with 10% Pd/C in the presence of Et3N, II yielded the ester I (R = R1 = H), which was treated with dilute HCl giving a nearly quant. yield of hydroxylactone III. The (S)-enantiomer was analogously prepd from D-isoascorbic acid.

From this literature《A novel synthesis of (R)- and (S)-4-hydroxytetrahydrofuran-2-ones》,we know some information about this compound(58081-05-3)Electric Literature of C4H6O3, but this is not all information, there are many literatures related to this compound(58081-05-3).

Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 58081-05-3, is researched, SMILESS is O=C1OC[C@H](O)C1, Molecular C4H6O3Journal, Journal of Agricultural and Food Chemistry called Identification of Novel Glycosidic Aroma Precursors in Saffron (Crocus sativus L.), Author is Straubinger, Markus; Bau, Brigitte; Eckstein, Susanne; Fink, Margit; Winterhalter, Peter, the main research direction is saffron aroma precursor carotenoid metabolite glycoside; glucopyranoside carotenoid metabolite saffron aroma precursor.COA of Formula: C4H6O3.

The methanolic extract of saffron was separated with the aid of multilayer coil countercurrent chromatog. After purification by HPLC, the following seven novel carotenoid metabolites were identified on the basis of their spectral (UV, FTIR, MS, NMR, CD) data: (4R)-4-hydroxy-2,6,6-trimethylcyclohex-1-enecarbaldehyde O-β-D-gentiobioside (1), (4R)-4-hydroxy-2,6,6-trimethylcyclohex-1-enecarboxylic acid O-β-D-glucopyranoside (2), 6-hydroxy-3-(hydroxymethyl)-2,4,4-trimethylcyclohexa-2,5-dienone 6-O-β-D-glucopyranoside (3), (2Z)-3-methylpent-2-enedioic acid 1-[1-(2,4,4-trimethyl-3,6-dioxocyclohexenyloxy)-O-β-D-glucopyranosid-6-yl] ester (4), (5S)-5-hydroxy-7,7-dimethyl-4,5,6,7-tetrahydro-3H-isobenzofuran-1-one O-β-D-glucopyranoside (5), (1R,5S,6R)-5-(hydroxymethyl)-4,4,6-trimethyl-7-oxabicyclo[4.1.0]heptan-2-one O-β-D-glucopyranoside (6), and (1R)- 3,5,5-trimethylcyclohex-3-enol O-β-D-glucopyranoside (7).

If you want to learn more about this compound((R)-4-Hydroxydihydrofuran-2(3H)-one)COA of Formula: C4H6O3, you may wish to communicate with the author of the article,or consult the relevant literature related to this compound(58081-05-3).

Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

Name: (R)-4-Hydroxydihydrofuran-2(3H)-one. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: (R)-4-Hydroxydihydrofuran-2(3H)-one, is researched, Molecular C4H6O3, CAS is 58081-05-3, about Synthesis of (S)- and (R)-3-hydroxy-4-butanolide and (2S,4S)-, (2R,4S)-, (2S,4R)-, and (2R,4R)-2-hydroxy-4-(hydroxymethyl)-4-butanolide and their satiety and hunger modulating activities. Author is Uchikawa, Osamu; Okukado, Nobuhisa; Sakata, Toshiie; Arase, Koichi; Terada, Kenji.

Two endogenous γ-lactones, 3-hydroxy-4-butanolide (I) and 2-hydroxy-4-hydrtoxymethyl-4-butanolide (II) have been identified as substances that enhance, resp., satiety and hunger by their effects on the feeding behavior and the central neurons of rats. All the stereoisomers of these two lactones were synthesized and their effects on the feeding behavior and humoral factors were assessed by infusion into the rat third cerebroventricle. Among four isomers, (2S,4S)-II was most effective in eliciting the feeding and caused potent hypoglycemia with hyperinsulinemia. (S)-I suppressed the food intake more potently than the antipode and caused humoral responses reciprocal to those of (2S,4S)-II. Thus, (S)-I and (2S,4S)-II are physiol. active forms for conveying intrinsic signals of satiety and hunger to neurons in the hypothalamus.

If you want to learn more about this compound((R)-4-Hydroxydihydrofuran-2(3H)-one)Name: (R)-4-Hydroxydihydrofuran-2(3H)-one, you may wish to communicate with the author of the article,or consult the relevant literature related to this compound(58081-05-3).

Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

Recommanded Product: (R)-4-Hydroxydihydrofuran-2(3H)-one. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: (R)-4-Hydroxydihydrofuran-2(3H)-one, is researched, Molecular C4H6O3, CAS is 58081-05-3, about Pharmacologically active compounds in the Anoectochilus and Goodyera species. Author is Du, Xiao-Ming; Irino, Nobuto; Furusho, Norihiro; Hayashi, Jun; Shoyama, Yukihiro.

The extract of Anoectochilus formosanus showed significant activity in decreasing the levels of the cytosolic enzymes LDH, GOT, and GPT, and the result demonstrated that A. formosanus possessed prominent hepatoprotective activity against CCl4-induced hepatotoxicity. Moreover, in the results of the test using aurothioglucose-induced obese mice, the extract showed a significant antihyperliposis effect. A. formosanus grown in the wild and propagated by tissue culture contain ten compounds, including a major known component, (3R)-3-(β-D-glucopyranosyloxy)butanolide (kinsenoside; 1), and two new components, (3R)-3-(β-D-glucopyranosyloxy)-4-hydroxybutanoic acid (2) and 2-[(β-D-glucopyranosyl-oxy)methyl]-5-hydroxymethylfuran (3), along with the known compounds, isopropyl-β-D-glucopyranoside (4), (R)-3,4-dihydroxybutanoic acid γ-lactone (5), 4-(β-D-glucopyranosyloxy) benzyl alc. (6), (6R,9S)-9-(β-D-glucopyranosyloxy)megastigma-4,7-dien-3-one (7), and (3R)-3-(β-D-glucopyranosyloxy)-4-hydroxybutanolide (8). Since a higher concentration of kinsenoside (1) was detected in the crude drugs A. formosanus and A. koshunensis by high-performance liquid chromatog. (HPLC) anal., we proved a simple purification system for kinsenoside (1), giving 180 mg of kinsenoside (1) from 1 g of dried samples for further pharmacol. experiments In an anti-hyperliposis assay using high-fat-diet rats, 1 significantly reduced the weights of the body and the liver, and also decreased the triglyceride level in the liver compared to those of control rats. On the other hand, the epimer of 1, (3S)3-(β-D-glucopyranosyloxy)butanolide, goodyeroside A (9), which was isolated from the Goodyera species, had no effect for anti-hyperliposis. In aurothioglucose-induced obese mice, 1 suppressed the body and liver weight increase, significantly ameliorated the triglyceride level in the liver, and also reduced the deposition of uterine fat pads. The anti-hepatoxic activities of 9 and goodyerosides B (10) were studied on injury induced by CCl4 in primary cultured rat hepatocytes by measuring the levels of LDH, GOT, and GPT. In the CCl4-treated control group, there were marked increases in LDH, GOT, and GPT activities compared with the normal group. In contrast, these levels were suppressed in 9- and 10-treated groups. Goodyerin (11), a new typical flavone glycoside, exhibited a significant and dose-dependent sedative and anticonvulsant effect.

If you want to learn more about this compound((R)-4-Hydroxydihydrofuran-2(3H)-one)Recommanded Product: (R)-4-Hydroxydihydrofuran-2(3H)-one, you may wish to communicate with the author of the article,or consult the relevant literature related to this compound(58081-05-3).

Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

Safety of (R)-4-Hydroxydihydrofuran-2(3H)-one. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: (R)-4-Hydroxydihydrofuran-2(3H)-one, is researched, Molecular C4H6O3, CAS is 58081-05-3, about Total syntheses of oscillatoxin D and 30-methyloscillatoxin D. Author is Toshima, Hiroaki; Goto, Takashi; Ichihara, Akitami.

The first total syntheses of oscillatoxin D and 30-methyloscillatoxin D have been accomplished. The construction of the spiroether has been achieved by intramol. Michael-type addition as a key step based on a possible biomimetic pathway.

There is still a lot of research devoted to this compound(SMILES：O=C1OC[C@H](O)C1)Safety of (R)-4-Hydroxydihydrofuran-2(3H)-one, and with the development of science, more effects of this compound(58081-05-3) can be discovered.

Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: (R)-4-Hydroxydihydrofuran-2(3H)-one, is researched, Molecular C4H6O3, CAS is 58081-05-3, about Synthesis of (S)- and (R)-3-hydroxy-4-butanolide and (2S,4S)-, (2R,4S)-, (2S,4R)-, and (2R,4R)-2-hydroxy-4-(hydroxymethyl)-4-butanolide and their satiety and hunger modulating activities, the main research direction is hydroxybutanolide preparation appetite depressant; butanolide hydroxymethyl hydroxy appetite stimulant; hunger modulator hydroxybutanolide.COA of Formula: C4H6O3.

Two endogenous γ-lactones, 3-hydroxy-4-butanolide (I) and 2-hydroxy-4-hydrtoxymethyl-4-butanolide (II) have been identified as substances that enhance, resp., satiety and hunger by their effects on the feeding behavior and the central neurons of rats. All the stereoisomers of these two lactones were synthesized and their effects on the feeding behavior and humoral factors were assessed by infusion into the rat third cerebroventricle. Among four isomers, (2S,4S)-II was most effective in eliciting the feeding and caused potent hypoglycemia with hyperinsulinemia. (S)-I suppressed the food intake more potently than the antipode and caused humoral responses reciprocal to those of (2S,4S)-II. Thus, (S)-I and (2S,4S)-II are physiol. active forms for conveying intrinsic signals of satiety and hunger to neurons in the hypothalamus.

There is still a lot of research devoted to this compound(SMILES：O=C1OC[C@H](O)C1)COA of Formula: C4H6O3, and with the development of science, more effects of this compound(58081-05-3) can be discovered.

Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem