(2S,4S)-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine-2-carboxylic acid

Base Information

• Chemical Name: (2S,4S)-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine-2-carboxylic acid
• CAS No.: 639457-00-4
• Molecular Formula: C₂₈H₂₇NO₄S
• Molecular Weight: 473.593
• Mol file: 639457-00-4.mol

Synonyms:(2S,4S)-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine-2-carboxylic acid

Chemical Property of (2S,4S)-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine-2-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,4S)-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine-2-carboxylic acid

There total 4 articles about (2S,4S)-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine-2-carboxylic acid 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: 83.3%

(2S,4S)-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine-2-carboxylic acid methyl ester (625388-36-5) → (2S,4S)-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine-2-carboxylic acid (639457-00-4)

Guidance literature:

With sodium hydroxide; In methanol; at 20 ℃; for 5h;

DOI:10.1016/S0223-5234(03)00143-0

Reference yield:

triphenylmethanethiol (3695-77-0) → (2S,4S)-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine-2-carboxylic acid (639457-00-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 82.5 percent / sodium hydride / dimethylformamide; various solvent(s) / 3 h / 20 °C

2: 83.3 percent / NaOH / methanol / 5 h / 20 °C

With sodium hydroxide; sodium hydride; In methanol; N,N-dimethyl-formamide;

DOI:10.1016/j.ejmech.2004.12.009

Reference yield:

methyl (2S,4R)-N-(allyloxycarbonyl)-4-hydroxypyrrolidine-2-carboxylate (126408-14-8) → (2S,4S)-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine-2-carboxylic acid (639457-00-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 93.2 percent / triethylamine / CH₂Cl₂ / 1 h / 0 °C

2: 82.5 percent / sodium hydride / dimethylformamide; various solvent(s) / 3 h / 20 °C

3: 83.3 percent / NaOH / methanol / 5 h / 20 °C

With sodium hydroxide; sodium hydride; triethylamine; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.ejmech.2004.12.009

upstream raw materials:

(2S,4S)-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine-2-carboxylic acid methyl ester

triphenylmethanethiol

methyl (2S,4R)-N-(allyloxycarbonyl)-4-hydroxypyrrolidine-2-carboxylate

(2S,4R)-1-allyloxycarbonyl-4-methanesulfonyloxy-2-methoxycarbonylpyrrolidine

Downstream raw materials:

(2S,4S)-2-[(2-hydroxyethyl)carbamoyl]-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine

C₂₉H₂₇N₃O₃S

C₃₉H₄₃N₅O₇S

(2S,4S)-2-(2-{1-[(E)-Allyloxycarbonylimino]-ethylamino}-ethylcarbamoyl)-4-tritylsulfanyl-pyrrolidine-1-carboxylic acid allyl ester