1,2-Pyrrolidinedicarboxylic acid, 5-[[[[(2S,4R)-4-[[(4-methylphenyl)sulfonyl]oxy]-1-[(phenylmethoxy)carbon yl]-2-pyrrolidinyl]carbonyl]thio]methyl]-, 1-(1,1-dimethylethyl) 2-methyl ester, (2S,5S)-

Base Information

Chemical Name:1,2-Pyrrolidinedicarboxylic acid, 5-[[[[(2S,4R)-4-[[(4-methylphenyl)sulfonyl]oxy]-1-[(phenylmethoxy)carbon yl]-2-pyrrolidinyl]carbonyl]thio]methyl]-, 1-(1,1-dimethylethyl) 2-methyl ester, (2S,5S)-
CAS No.:376585-19-2
Molecular Formula:C32H40N2O10S2
Molecular Weight:676.809
Hs Code.:

1,2-Pyrrolidinedicarboxylic acid,
5-[[[[(2S,4R)-4-[[(4-methylphenyl)sulfonyl]oxy]-1-[(phenylmethoxy)carbon
yl]-2-pyrrolidinyl]carbonyl]thio]methyl]-, 1-(1,1-dimethylethyl) 2-methyl
ester, (2S,5S)-

Synonyms:

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Chemical Property of 1,2-Pyrrolidinedicarboxylic acid, 5-[[[[(2S,4R)-4-[[(4-methylphenyl)sulfonyl]oxy]-1-[(phenylmethoxy)carbon yl]-2-pyrrolidinyl]carbonyl]thio]methyl]-, 1-(1,1-dimethylethyl) 2-methyl ester, (2S,5S)-

Chemical Property:

Purity/Quality:

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Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of 1,2-Pyrrolidinedicarboxylic acid, 5-[[[[(2S,4R)-4-[[(4-methylphenyl)sulfonyl]oxy]-1-[(phenylmethoxy)carbon yl]-2-pyrrolidinyl]carbonyl]thio]methyl]-, 1-(1,1-dimethylethyl) 2-methyl ester, (2S,5S)-

There total 7 articles about 1,2-Pyrrolidinedicarboxylic acid, 5-[[[[(2S,4R)-4-[[(4-methylphenyl)sulfonyl]oxy]-1-[(phenylmethoxy)carbon yl]-2-pyrrolidinyl]carbonyl]thio]methyl]-, 1-(1,1-dimethylethyl) 2-methyl ester, (2S,5S)- 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: 100.0%

: 161424-46-0
(2S-trans)-5-(Mercaptomethyl)-1,2-pyrrolidinedicarboxylic acid 1-(1,1-dimethylethyl) 2-methyl diester

: 102013-10-5
(2S,4R)-1-[(benzyloxy)carbonyl]-4-(p-toluenesulfonyloxy)pyrrolidine-2-formic acid

: 376585-19-2
5-[1-benzyloxycarbonyl-4-(toluene-4-sulfonyloxy)-pyrrolidine-2-carbonylsulfanylmethyl]-1-tert-butyloxycarbonyl-pyrrolidine-2-carboxylic acid methyl ester

Guidance literature:: (2S,4R)-1-[(benzyloxy)carbonyl]-4-(p-toluenesulfonyloxy)pyrrolidine-2-formic acid; With 1,1'-carbonyldiimidazole; In acetonitrile; at 0 ℃; for 1h;

(2S-trans)-5-(Mercaptomethyl)-1,2-pyrrolidinedicarboxylic acid 1-(1,1-dimethylethyl) 2-methyl diester; In acetonitrile; at 0 - 20 ℃; for 16h; Further stages.;
DOI:10.1021/ja010812a

Reference yield:

: 40216-83-9
L-4-hydroxyproline methyl ester hydrochloride

: 376585-19-2
5-[1-benzyloxycarbonyl-4-(toluene-4-sulfonyloxy)-pyrrolidine-2-carbonylsulfanylmethyl]-1-tert-butyloxycarbonyl-pyrrolidine-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 100 percent / sodium bicarbonate / H₂O; dioxane / 23 h / 0 - 20 °C

2.1: 63 percent / pyridine / 22 h / 4 °C

3.1: 93 percent / aq. NaOH / methanol / 15 h / 0 - 20 °C

4.1: 1,1-carbonyldiimidazole / acetonitrile / 1 h / 0 °C

4.2: 100 percent / acetonitrile / 16 h / 0 - 20 °C

With sodium hydroxide; sodium hydrogencarbonate; 1,1'-carbonyldiimidazole; In 1,4-dioxane; pyridine; methanol; water; acetonitrile;
DOI:10.1021/ja010812a

Reference yield:

: 64187-48-0
methyl (2S,4R)-1-benzyloxycarbonyl-4-hydroxypyrrolidine-2-carboxylate

: 376585-19-2
5-[1-benzyloxycarbonyl-4-(toluene-4-sulfonyloxy)-pyrrolidine-2-carbonylsulfanylmethyl]-1-tert-butyloxycarbonyl-pyrrolidine-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 63 percent / pyridine / 22 h / 4 °C

2.1: 93 percent / aq. NaOH / methanol / 15 h / 0 - 20 °C

3.1: 1,1-carbonyldiimidazole / acetonitrile / 1 h / 0 °C

3.2: 100 percent / acetonitrile / 16 h / 0 - 20 °C

With sodium hydroxide; 1,1'-carbonyldiimidazole; In pyridine; methanol; acetonitrile;
DOI:10.1021/ja010812a