(S)-1-[(S)-3-tert-Butoxycarbonylamino-2-(2,2,2-trichloro-ethoxycarbonylamino)-propionyl]-pyrrolidine-2-carboxylic acid benzyl ester

Base Information

• Chemical Name: (S)-1-[(S)-3-tert-Butoxycarbonylamino-2-(2,2,2-trichloro-ethoxycarbonylamino)-propionyl]-pyrrolidine-2-carboxylic acid benzyl ester
• CAS No.: 477331-81-0
• Molecular Formula: C₂₃H₃₀Cl₃N₃O₇
• Molecular Weight: 566.866
• Mol file: 477331-81-0.mol

Synonyms:

Chemical Property of (S)-1-[(S)-3-tert-Butoxycarbonylamino-2-(2,2,2-trichloro-ethoxycarbonylamino)-propionyl]-pyrrolidine-2-carboxylic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-1-[(S)-3-tert-Butoxycarbonylamino-2-(2,2,2-trichloro-ethoxycarbonylamino)-propionyl]-pyrrolidine-2-carboxylic acid benzyl ester

There total 4 articles about (S)-1-[(S)-3-tert-Butoxycarbonylamino-2-(2,2,2-trichloro-ethoxycarbonylamino)-propionyl]-pyrrolidine-2-carboxylic acid benzyl 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: 88.0%

3-tert-butoxycarbonylamino-2-(2,2,2-trichloro-ethoxycarbonylamino)-propionic acid (446064-60-4) + H-Pro-OBzl (41324-66-7) → (S)-1-[(S)-3-tert-Butoxycarbonylamino-2-(2,2,2-trichloro-ethoxycarbonylamino)-propionyl]-pyrrolidine-2-carboxylic acid benzyl ester (477331-81-0)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;

DOI:10.1016/S0040-4039(02)00599-3

Reference yield:

Teoc-aspargine (78221-36-0) → (S)-1-[(S)-3-tert-Butoxycarbonylamino-2-(2,2,2-trichloro-ethoxycarbonylamino)-propionyl]-pyrrolidine-2-carboxylic acid benzyl ester (477331-81-0)

Guidance literature:

Multi-step reaction with 3 steps

1: bis(trifluoroacetyl)iodobenzene / pyridine

2: NaOH

3: 88 percent / EDCI; HOBt

With sodium hydroxide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; bis-[(trifluoroacetoxy)iodo]benzene; In pyridine; 1: Curtius-degradation;

DOI:10.1016/S0040-4039(02)00599-3

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → (S)-1-[(S)-3-tert-Butoxycarbonylamino-2-(2,2,2-trichloro-ethoxycarbonylamino)-propionyl]-pyrrolidine-2-carboxylic acid benzyl ester (477331-81-0)

Guidance literature:

Multi-step reaction with 2 steps

1: NaOH

2: 88 percent / EDCI; HOBt

With sodium hydroxide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;

DOI:10.1016/S0040-4039(02)00599-3

upstream raw materials:

3-tert-butoxycarbonylamino-2-(2,2,2-trichloro-ethoxycarbonylamino)-propionic acid

H-Pro-OBzl

di-tert-butyl dicarbonate

Teoc-aspargine

Downstream raw materials:

C₆₈H₉₄Cl₃N₉O₁₆Si

C₆₅H₉₀Cl₃N₉O₁₆Si

C₅₈H₆₂Cl₃N₈O₁₁P