Category: 58081-05-3

Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Synthesis called (R)-Ethyl 4-tert-butoxy-3-hydroxybutanoate, a versatile chiral building block for EPC (enantiomerically pure compound) syntheses, by yeast reduction of ethyl 4-tert-butoxy-3-oxobutanoate, Author is Seebach, Dieter; Eberle, Martin, which mentions a compound: 58081-05-3, SMILESS is O=C1OC[C@H](O)C1, Molecular C4H6O3, Application In Synthesis of (R)-4-Hydroxydihydrofuran-2(3H)-one.

Treatment of ROCH2COCH2CO2R1 (I; R = Me3C, R1 = Et) with baker’s yeast and sucrose in H2O at 28° for 4 days gave 72% (R)-ROCH2CH(OH)CH2CO2R1 (II; R = Me3C, R1 = Et) in 97% enantiomeric excess. Similar treatment of I (R = Me3C, R1 = Me; R = PhCH2, R1 = Et) gave 70 and 58% II in 82 and 56% enantiomeric excess resp.

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

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: (R)-4-Hydroxydihydrofuran-2(3H)-one( cas:58081-05-3 ) is researched.Application In Synthesis of (R)-4-Hydroxydihydrofuran-2(3H)-one.Hofmayer, Maximilian S.; Sunagatullina, Alisa; Broesamlen, Daniel; Mauker, Philipp; Knochel, Paul published the article 《Stereoselective Cobalt-Catalyzed Cross-Coupling Reactions of Arylzinc Chlorides with α-Bromolactones and Related Derivatives》 about this compound( cas:58081-05-3 ) in Organic Letters. Keywords: arylated lactone diastereoselective synthesis coupling arylzinc chloride bromolactone; protected aldol diastereoselective synthesis coupling arylzinc chloride bromolactone. Let’s learn more about this compound (cas:58081-05-3).

α-Bromolactones bearing a substituent in the β-position undergo a highly trans-diastereoselective arylation with arylzinc chlorides in the presence of 10-20% CoCl2 and 10-20% PPh3 in THF under mild conditions (25°C, 16 h) leading to optically enriched α-arylated lactones and protected aldol products (99% ee) in 52-96% yield. The synthetic utility of this arylation was demonstrated by the stereoselective preparation of an artificial rotenoid MOM-protected munduserol derivative

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

COA of Formula: 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 Practical syntheses of (S)-4-hydroxytetrahydrofuran-2-one, (S)-3-hydroxytetrahydrofuran, and their (R)-enantiomers. Author is Yuasa, Yoshifumi; Tsuruta, Haruki.

Optically active 4-hydroxytetrahydrofuran-2-one was synthesized in good yield from ClCH2CHOHCH2CO2Et (I) by refluxing with dilute HCl. In a similar manner, optically active 3-hydroxytetrahydrofuran was prepared from ClCH2CHOH(CH2)2OH, which was derived from I by NaBH4-reduction These cyclizations proceed without racemization.

Here is a brief introduction to this compound(58081-05-3)COA of Formula: C4H6O3, if you want to know about other compounds related to this compound(58081-05-3), you can read my other articles.

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