L-Proline, (4R)-4-[[(4-methylphenyl)sulfonyl]oxy]-1-[(phenylmethoxy)carbonyl]-L-prol yl-5-(mercaptomethyl)-, methyl ester, (5S)-

Base Information

Chemical Name:L-Proline, (4R)-4-[[(4-methylphenyl)sulfonyl]oxy]-1-[(phenylmethoxy)carbonyl]-L-prol yl-5-(mercaptomethyl)-, methyl ester, (5S)-
CAS No.:376585-20-5
Molecular Formula:C27H32N2O8S2
Molecular Weight:576.692
Hs Code.:

Synonyms:

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Chemical Property of L-Proline, (4R)-4-[[(4-methylphenyl)sulfonyl]oxy]-1-[(phenylmethoxy)carbonyl]-L-prol yl-5-(mercaptomethyl)-, methyl ester, (5S)-

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Technology Process of L-Proline, (4R)-4-[[(4-methylphenyl)sulfonyl]oxy]-1-[(phenylmethoxy)carbonyl]-L-prol yl-5-(mercaptomethyl)-, methyl ester, (5S)-

There total 9 articles about L-Proline, (4R)-4-[[(4-methylphenyl)sulfonyl]oxy]-1-[(phenylmethoxy)carbonyl]-L-prol yl-5-(mercaptomethyl)-, methyl ester, (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:

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

: 376585-20-5
5-[1-benzyloxycarbonyl-4-(toluene-4-sulfonyloxy)-pyrrolidine-2-carbonyl]-mercaptomethyl-pyrrolidine-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 6 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

5.1: trifluoroacetic acid / CH₂Cl₂ / 2 h / 0 °C

6.1: 7.99 g / N,N-diisopropylethylamine / toluene / 3 h / 60 °C

With sodium hydroxide; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; 1,1'-carbonyldiimidazole; trifluoroacetic acid; In 1,4-dioxane; pyridine; methanol; dichloromethane; water; toluene; acetonitrile;
DOI:10.1021/ja010812a

Reference yield:

: 5-[1-benzyloxycarbonyl-4-(toluene-4-sulfonyloxy)-pyrrolidine-2-carbonyl]-mercaptomethyl-pyrrolidine-2-carboxylic acid methyl ester

: 376585-20-5
5-[1-benzyloxycarbonyl-4-(toluene-4-sulfonyloxy)-pyrrolidine-2-carbonyl]-mercaptomethyl-pyrrolidine-2-carboxylic acid methyl ester

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In toluene; at 60 ℃; for 3h;
DOI:10.1021/ja010812a

Reference yield:

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

: 376585-20-5
5-[1-benzyloxycarbonyl-4-(toluene-4-sulfonyloxy)-pyrrolidine-2-carbonyl]-mercaptomethyl-pyrrolidine-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: trifluoroacetic acid / CH₂Cl₂ / 2 h / 0 °C

2: 7.99 g / N,N-diisopropylethylamine / toluene / 3 h / 60 °C

With N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane; toluene;
DOI:10.1021/ja010812a