Category: 58081-05-3

Name: (R)-4-Hydroxydihydrofuran-2(3H)-one. 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 Total synthesis of (+)-phrymarolin I from (+)-malic acid. Author is Okazaki, Momotoshi; Ishibashi, Fumito; Shuto, Yoshihiro; Taniguchi, Eiji.

(+)-Phrymarolin I (I) was stereoselectively synthesized from (R)-(+)-3-hydroxybutanolide that had been prepared via regioselective reduction of (+)-malic acid or microbial reduction of 4-tert-butoxyacetoacetate. The procedure is more efficient than the previous synthesis in terms of fewer reaction steps and the easier availability of the starting material.

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Pyrroline – Wikipedia,
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Computed Properties 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 Diastereoselective Synthesis of C2′-Fluorinated Nucleoside Analogues Using an Acyclic Approach. Author is Dostie, Starr; Prevost, Michel; Mochirian, Philippe; Tanveer, Kashif; Andrella, Nicholas; Rostami, Ariana; Tambutet, Guillaume; Guindon, Yvan.

Nucleoside analogs bearing a fluorine in the C2′-position have been synthesized by SN2-like cyclizations of acyclic thioaminal precursors. This strategy provides access to two scaffolds, D-1′,2′-cis-thiofuranosides and D-1′,2′-trans-furanosides, which are difficult to generate using the standard approach for nucleoside synthesis. The addition of silylated nucleobases onto model C2-fluorinated dithioacetal substrates resulted in 1,2-syn diastereoselectivity, which is consistent with the C2-F and S-alkyl moiety being in close proximity. A new series of analogs bearing a C3′ all-carbon quaternary center along with a C2′-F atom have also been synthesized using this approach and are being investigated as potential antimetabolites.

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Pyrroline – Wikipedia,
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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.Ishibashi, Fumito; Hayashita, Mami; Okazaki, Momotoshi; Shuto, Yoshihiro researched the compound: (R)-4-Hydroxydihydrofuran-2(3H)-one( cas:58081-05-3 ).Quality Control of (R)-4-Hydroxydihydrofuran-2(3H)-one.They published the article 《Improved procedure for the enantiomeric synthesis of 1-hydroxy/acetoxy-2,6-diaryl-3,7-dioxabicyclo[3.3.0]octane lignans: total syntheses of (+)-paulownin, (+)-phrymarin I and (+)-phrymarin II》 about this compound( cas:58081-05-3 ) in Bioscience, Biotechnology, and Biochemistry. Keywords: lignan paulownin phrymarin enantiomeric synthesis photocyclization. We’ll tell you more about this compound (cas:58081-05-3).

Short enantiomeric syntheses of the 1-hydroxy/acetoxy-3,7-dioxabicyclo[3.3.0]octane lignans, (+)-paulownin (I, R1 = R2 = R3 = H), and (+)-phrymarin I (I, R1 = R2 = OMe, R3 = Ac) and II (I, R1 = OMe, R2 = H, R3 = Ac), were accomplished by starting from the chiral synthon, (R)-(+)-3-hydroxybutanolide, and employing photocyclization as the key step.

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

Recommanded Product: (R)-4-Hydroxydihydrofuran-2(3H)-one. 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 Structural and stereoisomeric specificity of serum-borne sugar acids related to feeding control by rats.

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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Pyrroline – Wikipedia,
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Recommanded Product: 58081-05-3. 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.

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Pyrroline – Wikipedia,
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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, Journal of Bioscience and Bioengineering called Production of (S)-4-chloro-3-hydroxybutyrate by microbial resolution using hydrolase from Rhizobium sp. DS-S-51, Author is Nakagawa, Atsushi; Suzuki, Takahiro; Kato, Ko; Shinmyo, Atsuhiko; Suzuki, Toshio, the main research direction is Rhizobium chlorohydroxybutyrate sequence stereoselective reduction.Related Products of 58081-05-3.

(S)-4-Chloro-3-hydroxybutyrate (CHB) is essential for the synthesis of biol. and pharmacol. important compounds Rhizobium sp. DS-S-51 isolated from soil samples showed hydrolytic activity toward (R)-CHB in the racemate to (R)-3-hydroxy-γ-butyrolactone (HL) under a simple composition of the reaction. Residual (S)-CHB was obtained with high optical purity. The gene encoding the enzyme concerned, designated CHB hydrolase, was isolated from DS-S-51, and the gene was highly expressed in Escherichia coli JM109. When the resolution of racemic Me CHB (CHBM) as a substrate was performed using this recombinant cell, JM109 (pKK-R1), the hydrolytic activity was found to be 40-fold greater than that of DS-S-51, and the maximum concentration of the substrate added increased 2-fold. Moreover, (R)-HL was also obtained without decreasing the optical purity compared with that when (R)-CHBM was used as a substrate.

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

Electric Literature of C4H6O3. 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 A novel generation of optically active ethyl 4-chloro-3-hydroxybutyrate as a C4 chiral building unit using microbial dechlorination. Author is Suzuki, Toshio; Idogaki, Hideaki; Kasai, Naoya.

A novel procedure for the generation of optically active Et 4-chloro-3-hydroxybutyrate using bacterial cells was developed. Et (S)-4-chloro-3-hydroxybutyrate was prepared by Pseudomonas sp. OS-K-29, which stereoselectively assimilates 2,3-dichloro-1-propanol. The reaction was based on its kinetic dehalogenation for both enantiomers using the resting cells. The obtained 4-chloro-3-hydroxybutyrate had high enantiomeric excess of >98% with a yield of 33% at the microbial resolution step. Moreover, several C4 compounds having the 4-chloro-3-hydroxyl function were also resolved and gave good enantiomeric purities (>95% ee). Et (R)-4-chloro-3-hydroxybutyrate was also obtained with high enantiomeric purity (>98% ee) using the cells of Pseudomonas sp DS-K-NR818.

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

Recommanded Product: 58081-05-3. 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 A modular approach to marine macrolide construction. 2. Concise stereocontrolled synthesis of the C17-C28 (CD) spiroacetal component. Author is Paquette, Leo A.; Braun, Alain.

The CD spiroacetal ring system (I) of altohyrtin A, which houses one-fifth of the stereogenic centers resident in the macrolide, has been synthesized through a combination of aldol condensations having different stereocontrol elements.

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

Computed Properties 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 Synthesis, X-ray Analysis, and Biological Evaluation of a New Class of Stereopure Lactam-Based HIV-1 Protease Inhibitors. Author is Wu, Xiongyu; Oehrngren, Per; Joshi, Advait A.; Trejos, Alejandro; Persson, Magnus; Arvela, Riina K.; Wallberg, Hans; Vrang, Lotta; Rosenquist, Aasa; Samuelsson, Bertil B.; Unge, Johan; Larhed, Mats.

In an effort to identify a new class of druglike HIV-1 protease inhibitors, stereopure β-hydroxy γ-lactam-containing inhibitors I (X = CH2, CH2CH2; R = H, Br, 2-pyridyl, 3-pyridyl, 4-pyridyl) have been synthesized and biol. evaluated. Three of these compounds were also cocrystd. with HIV-1 protease. The impact of the tether length of the central spacer (two or three carbons) was investigated. The compound I (X = CH2; R = Br) with a shorter tether and (3R,4S) absolute configuration exhibited high activity with a Ki of 2.1 nM and an EC50 of 0.64 μM. Further optimization by decoration of the P1′ side chain furnished an even more potent HIV-1 protease inhibitor (3R,4S)-I (X = CH2; R = 3-pyridyl) (Ki = 0.8 nM, EC50 = 0.04 μM). According to X-ray anal., this new class of inhibitors did not fully succeed in forming two sym. hydrogen bonds to the catalytic aspartates. The crystal structures of the complexes further explain the difference in potency between the shorter inhibitors (two-carbon spacer) and the longer inhibitors (three-carbon spacer).

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Pyrroline – Wikipedia,
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Related Products of 58081-05-3. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: (R)-4-Hydroxydihydrofuran-2(3H)-one, is researched, Molecular C4H6O3, CAS is 58081-05-3, about Pheromone synthesis. XXIV. Synthesis of optically active forms of ipsdienol and ipsenol. The pheromone components of Ips bark beetles. Author is Mori, K.; Takigawa, T.; Matsuo, T..

(R)-(-)- And (S)-(+)-ipsdienol (I) [(R)-(-)- and (S)-(+)-Me2C:CH(OH)CH2C(:CH2)CH:CH2, resp.] were prepared from (R)-(+)-glyceraldehyde acetonide and (R)-(+)-malic acid, resp., via the intermediate epoxide II and its enantiomer, resp. I is the naturally occurring form of this pheromone. Treating (S)- and (R)-isobutylethylene oxide with CH2:C(MgCl)CH:CH2 gave 32 and 50% (S)-(-)- and (R)-(+)-Me2CHCH2CH(OH)CH2C(:CH2)CH:CH2, resp.

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