(2S,4R)-4-(tert-butoxy)-N-(4-chlorobenzyl)pyrrolidine-2-carboxamide

Base Information

• Chemical Name: (2S,4R)-4-(tert-butoxy)-N-(4-chlorobenzyl)pyrrolidine-2-carboxamide
• CAS No.: 1448189-40-9
• Molecular Formula: C₁₆H₂₃ClN₂O₂
• Molecular Weight: 310.824
• Mol file: 1448189-40-9.mol

Synonyms:(2S,4R)-4-(tert-butoxy)-N-(4-chlorobenzyl)pyrrolidine-2-carboxamide

Chemical Property of (2S,4R)-4-(tert-butoxy)-N-(4-chlorobenzyl)pyrrolidine-2-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,4R)-4-(tert-butoxy)-N-(4-chlorobenzyl)pyrrolidine-2-carboxamide

There total 3 articles about (2S,4R)-4-(tert-butoxy)-N-(4-chlorobenzyl)pyrrolidine-2-carboxamide 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: 98.0%

(2S,4R)-(9H-fluoren-9-yl)methyl 4-(tert-butoxy)-2-((4-chlorobenzyl)carbamoyl)pyrrolidine-1-carboxylate (1448189-39-6) → (2S,4R)-4-(tert-butoxy)-N-(4-chlorobenzyl)pyrrolidine-2-carboxamide (1448189-40-9)

Guidance literature:

With 2,2',2''-triaminotriethylamine; In dichloromethane; at 4 - 20 ℃; for 14h;

DOI:10.1002/anie.201206231

Reference yield:

4-chlorobenzylamine (104-86-9) → (2S,4R)-4-(tert-butoxy)-N-(4-chlorobenzyl)pyrrolidine-2-carboxamide (1448189-40-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine / dichloromethane / 15 h / 4 - 20 °C

2: 2,2',2''-triaminotriethylamine / dichloromethane / 14 h / 4 - 20 °C

With 2,2',2''-triaminotriethylamine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1002/anie.201206231

Reference yield:

(2S,4R)-4-tert-butoxy-1-(9H-fluoren-9-ylmethoxycarbonyl)pyrrolidine-2-carboxylic acid (268729-12-0) → (2S,4R)-4-(tert-butoxy)-N-(4-chlorobenzyl)pyrrolidine-2-carboxamide (1448189-40-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine / dichloromethane / 15 h / 4 - 20 °C

2: 2,2',2''-triaminotriethylamine / dichloromethane / 14 h / 4 - 20 °C

With 2,2',2''-triaminotriethylamine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1002/anie.201206231

upstream raw materials:

(2S,4R)-4-tert-butoxy-1-(9H-fluoren-9-ylmethoxycarbonyl)pyrrolidine-2-carboxylic acid

4-chlorobenzylamine

(2S,4R)-(9H-fluoren-9-yl)methyl 4-(tert-butoxy)-2-((4-chlorobenzyl)carbamoyl)pyrrolidine-1-carboxylate

Downstream raw materials:

C₁₇H₁₉ClN₄O₃

C₁₇H₁₉ClN₄O₃

C₂₁H₂₀ClN₃O₃

(2S,4R)-4-(tert-butoxy)-N-(4-chlorobenzyl)-1-(2-(4-(methoxymethyl)-1H-1,2,3-triazol-1-yl)acetyl)pyrrolidine-2-carboxamide