cis-Methyl 1-benzyl-4-(tert-butoxycarbonylamino)-pyrrolidine-3-carboxylate

Base Information

• Chemical Name: cis-Methyl 1-benzyl-4-(tert-butoxycarbonylamino)-pyrrolidine-3-carboxylate
• CAS No.: 170034-39-6
• Molecular Formula: C18H26N2O4
• Molecular Weight: 334.41004
• Mol file: 170034-39-6.mol

Synonyms:Methyl cis-1-Benzyl-4-(Boc-amino)pyrrolidine-3-carboxylate;cis-Methyl 1-benzyl-4-(t-butoxycarbonyl amino)-pyrrolidine-3-carboxylate;methyl cis-1-benzyl-4-(tert-butoxycarbonylamino)pyrrolidine-3-carboxylate;cis-Methyl 1-benzyl-4-(tert-butoxycarbonylaMino)-pyrrolidine-3-carboxylate;(3S,4S)-Methyl 1-benzyl-4-((tert-butoxycarbonyl)amino)pyrrolidine-3-carboxylate;3-Pyrrolidinecarboxylic acid, 4-[[(1,1-dimethylethoxy)carbonyl]amino]-1-(phenylmethyl)-, methyl ester, cis- (9CI)

Chemical Property of cis-Methyl 1-benzyl-4-(tert-butoxycarbonylamino)-pyrrolidine-3-carboxylate

Chemical Property:

Purity/Quality:

98%,99%, ^*data from raw suppliers

Methylcis-1-Benzyl-4-(Boc-amino)-pyrrolidine-3-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of cis-Methyl 1-benzyl-4-(tert-butoxycarbonylamino)-pyrrolidine-3-carboxylate

There total 3 articles about cis-Methyl 1-benzyl-4-(tert-butoxycarbonylamino)-pyrrolidine-3-carboxylate 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: 55.0%

trans-1-benzyl-4-(methoxycarbonyl)pyrrolidine-3-carboxylic acid + tert-butyl alcohol (75-65-0) → trans-methyl 1-benzyl-4-((tert-butoxycarbonyl)amino)pyrrolidine-3-carboxylate (170034-39-6)

Guidance literature:

With diphenylphosphoranyl azide; triethylamine; In toluene; at 110 ℃; for 16h;

Reference yield:

3-carboxyl-1-benzylpyrrolidine-4-carboxylic acid methyl ester + tert-butyl alcohol (75-65-0) → 3-(Boc)amino-1-benzylpyrrolidine-4-carboxylic acid methyl ester (170034-39-6)

Guidance literature:

With diphenylphosphoranyl azide; triethylamine; for 10h; Reflux; Inert atmosphere;

Reference yield:

N-benzyl-N-(methoxymethyl)-N-[(trimethylsilyl)methyl]amine (93102-05-7) → trans-methyl 1-benzyl-4-((tert-butoxycarbonyl)amino)pyrrolidine-3-carboxylate (170034-39-6)

Guidance literature:

Multi-step reaction with 2 steps

1: trifluoroacetic acid / dichloromethane / 48.5 h / 0 - 20 °C / Inert atmosphere

2: diphenylphosphoranyl azide; triethylamine / toluene / 16 h / 110 °C

With diphenylphosphoranyl azide; triethylamine; trifluoroacetic acid; In dichloromethane; toluene;

upstream raw materials:

tert-butyl alcohol

N-benzyl-N-(methoxymethyl)-N-[(trimethylsilyl)methyl]amine

Refernces

• 1、 -. "FUSED QUADRACYCLIC COMPOUNDS, COMPOSITIONS AND USES THEREOF". . . Retrieved 2017/08/01.