(4S)-4,5-dihydroxy-1-(3-(5-(phenylthio)furan-2-yl)propyl)pyrrolidin-2-one

Base Information

Chemical Name:(4S)-4,5-dihydroxy-1-(3-(5-(phenylthio)furan-2-yl)propyl)pyrrolidin-2-one
CAS No.:1356214-21-5
Molecular Formula:C₁₇H₁₉NO₄S
Molecular Weight:333.408
Hs Code.:

Synonyms:(4S)-4,5-dihydroxy-1-(3-(5-(phenylthio)furan-2-yl)propyl)pyrrolidin-2-one

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Chemical Property of (4S)-4,5-dihydroxy-1-(3-(5-(phenylthio)furan-2-yl)propyl)pyrrolidin-2-one

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Technology Process of (4S)-4,5-dihydroxy-1-(3-(5-(phenylthio)furan-2-yl)propyl)pyrrolidin-2-one

There total 4 articles about (4S)-4,5-dihydroxy-1-(3-(5-(phenylthio)furan-2-yl)propyl)pyrrolidin-2-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 50.0%

: 1356214-19-1
(S)-3-hydroxy-1-(3-(5-(phenylthio)furan-2-yl)propyl)pyrrolidine-2,5-dione

: 1356214-21-5
(4S)-4,5-dihydroxy-1-(3-(5-(phenylthio)furan-2-yl)propyl)pyrrolidin-2-one

Guidance literature:: (S)-3-hydroxy-1-(3-(5-(phenylthio)furan-2-yl)propyl)pyrrolidine-2,5-dione; With sodium tetrahydroborate; In ethanol; dichloromethane; at -40 ℃; for 1h;

With sodium hydrogencarbonate; In ethanol; dichloromethane; at -40 - 20 ℃; regioselective reaction;
DOI:10.1016/j.tet.2011.11.055

Reference yield:

: 3-(5-(phenylthio)furan-2-yl)acrylonitrile

: 1356214-21-5
(4S)-4,5-dihydroxy-1-(3-(5-(phenylthio)furan-2-yl)propyl)pyrrolidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium tetrahydroborate; nickel(II) chloride hexahydrate; di-tert-butyl dicarbonate / methanol / 0 - 20 °C

2.1: lithium aluminium tetrahydride / diethyl ether / 1.25 h / 0 °C

3.1: 5,5-dimethyl-1,3-cyclohexadiene / 2 h / 180 °C / Azeotropic water removal

4.1: sodium tetrahydroborate / ethanol; dichloromethane / 1 h / -40 °C

4.2: -40 - 20 °C

With sodium tetrahydroborate; lithium aluminium tetrahydride; nickel(II) chloride hexahydrate; di-tert-butyl dicarbonate; In methanol; 5,5-dimethyl-1,3-cyclohexadiene; diethyl ether; ethanol; dichloromethane;
DOI:10.1016/j.tet.2011.11.055

Reference yield:

: 1356214-15-7
3-(5-(phenylthio)furan-2-yl)propanenitrile

: 1356214-21-5
(4S)-4,5-dihydroxy-1-(3-(5-(phenylthio)furan-2-yl)propyl)pyrrolidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium aluminium tetrahydride / diethyl ether / 1.25 h / 0 °C

2.1: 5,5-dimethyl-1,3-cyclohexadiene / 2 h / 180 °C / Azeotropic water removal

3.1: sodium tetrahydroborate / ethanol; dichloromethane / 1 h / -40 °C

3.2: -40 - 20 °C

With sodium tetrahydroborate; lithium aluminium tetrahydride; In 5,5-dimethyl-1,3-cyclohexadiene; diethyl ether; ethanol; dichloromethane;
DOI:10.1016/j.tet.2011.11.055