(2S,4S)-1-benzyloxycarbonyl-2-cyclohexylcarbamoyl-4-pyrrolidinyl acetate

Base Information

• Chemical Name: (2S,4S)-1-benzyloxycarbonyl-2-cyclohexylcarbamoyl-4-pyrrolidinyl acetate
• CAS No.: 84846-26-4
• Molecular Formula: C₂₁H₂₈N₂O₅
• Molecular Weight: 388.464
• Mol file: 84846-26-4.mol

Synonyms:(2S,4S)-1-benzyloxycarbonyl-2-cyclohexylcarbamoyl-4-pyrrolidinyl acetate

Chemical Property of (2S,4S)-1-benzyloxycarbonyl-2-cyclohexylcarbamoyl-4-pyrrolidinyl acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,4S)-1-benzyloxycarbonyl-2-cyclohexylcarbamoyl-4-pyrrolidinyl acetate

There total 2 articles about (2S,4S)-1-benzyloxycarbonyl-2-cyclohexylcarbamoyl-4-pyrrolidinyl acetate 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:

(2S,4S)-1-benzyloxycarbonyl-4-hydroxyproline (13504-86-4) → (2S,4S)-1-benzyloxycarbonyl-2-cyclohexylcarbamoyl-4-pyrrolidinyl acetate (84846-26-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / pyridine, DMAP / CH₂Cl₂ / 6 h / Ambient temperature

2: 1.) dicyclohexylcarbodiimide (DDC) / 1.) CH₂Cl₂, 0 deg C, 20 min, 2.) CH₂Cl₂, from 0 deg C to RT, overnight

With pyridine; dmap; dicyclohexyl-carbodiimide; In dichloromethane;

DOI:10.1246/bcsj.55.3277

Reference yield:

cyclohexylamine (108-91-8,157973-60-9) + (2S,4S)-4-acetoxy-1-benzyloxycarbonylproline (77937-76-9) → (2S,4S)-1-benzyloxycarbonyl-2-cyclohexylcarbamoyl-4-pyrrolidinyl acetate (84846-26-4)

Guidance literature:

With dicyclohexyl-carbodiimide; Yield given. Multistep reaction; 1.) CH₂Cl₂, 0 deg C, 20 min, 2.) CH₂Cl₂, from 0 deg C to RT, overnight;

DOI:10.1246/bcsj.55.3277

Reference yield: 100.0%

(2S,4S)-1-benzyloxycarbonyl-2-cyclohexylcarbamoyl-4-pyrrolidinyl acetate (84846-26-4) → (2S,4S)-2-cyclohexylcarbamoyl-4-pyrrolidinyl acetate (84863-52-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol;

DOI:10.1246/bcsj.55.3277

upstream raw materials:

cyclohexylamine

(2S,4S)-4-acetoxy-1-benzyloxycarbonylproline

(2S,4S)-1-benzyloxycarbonyl-4-hydroxyproline

Downstream raw materials:

(2S,4S)-2-cyclohexylcarbamoyl-4-pyrrolidinyl acetate

(2S,4S)-1-acetyl-2-cyclohexylcarbamoyl-4-pyrrolidinyl acetate