(S)-2-((3S,4R,5S)-5-Methyl-2,3-diphenyl-isoxazolidine-4-carbonylsulfanylmethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

Base Information

Chemical Name:(S)-2-((3S,4R,5S)-5-Methyl-2,3-diphenyl-isoxazolidine-4-carbonylsulfanylmethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester
CAS No.:188625-70-9
Molecular Formula:C₂₇H₃₄N₂O₄S
Molecular Weight:482.644
Hs Code.:

Synonyms:(S)-2-((3S,4R,5S)-5-Methyl-2,3-diphenyl-isoxazolidine-4-carbonylsulfanylmethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

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Chemical Property of (S)-2-((3S,4R,5S)-5-Methyl-2,3-diphenyl-isoxazolidine-4-carbonylsulfanylmethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

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Technology Process of (S)-2-((3S,4R,5S)-5-Methyl-2,3-diphenyl-isoxazolidine-4-carbonylsulfanylmethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

There total 1 articles about (S)-2-((3S,4R,5S)-5-Methyl-2,3-diphenyl-isoxazolidine-4-carbonylsulfanylmethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester 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:

: 625-35-4,3488-22-0,10487-71-5
trans-chrotonyl chloride

: 201024-81-9
C,N-diphenylnitrone

: 188625-66-3,1353989-50-0
(S)-2-(mercaptomethyl)-1-<(tert-butyloxy)carbonyl>pyrrolidine

: 188625-70-9
(S)-2-((3S,4R,5S)-5-Methyl-2,3-diphenyl-isoxazolidine-4-carbonylsulfanylmethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multistep reaction;
DOI:10.1021/ja964195f

Reference yield: 98.0%

: 188625-70-9
(S)-2-((3S,4R,5S)-5-Methyl-2,3-diphenyl-isoxazolidine-4-carbonylsulfanylmethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

: (3S,4R,5S)-5-Methyl-2,3-diphenyl-isoxazolidine-4-carboxylic acid

Guidance literature:: With lithium hydroxide; water; at 0 ℃; for 3h;
DOI:10.1021/ja964195f

Reference yield:

: 188625-70-9
(S)-2-((3S,4R,5S)-5-Methyl-2,3-diphenyl-isoxazolidine-4-carbonylsulfanylmethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

: (-)-(3S,4R,5S)-5-methyl-3-phenyl-4-(2-oxo-1,3-oxazolidine-3-carbonyl)-2-phenylisoxazolidine

Guidance literature:: Multi-step reaction with 2 steps

1.1: 98 percent / LiOH; H₂O / 3 h / 0 °C

2.1: (CH₃)3CCOCl / tetrahydrofuran / -78 °C

2.2: 88 percent / nBuLi / tetrahydrofuran / -78 °C

With lithium hydroxide; water; pivaloyl chloride; In tetrahydrofuran; 1.1: Hydrolysis / 2.1: Acylation / 2.2: Acylation;
DOI:10.1021/ja964195f