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

Base Information

• Chemical Name: (2S,4R)-(9H-fluoren-9-yl)methyl 4-(tert-butoxy)-2-((4-chlorobenzyl)carbamoyl)pyrrolidine-1-carboxylate
• CAS No.: 1448189-39-6
• Molecular Formula: C₃₁H₃₃ClN₂O₄
• Molecular Weight: 533.067
• Mol file: 1448189-39-6.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 1 articles about (2S,4R)-(9H-fluoren-9-yl)methyl 4-(tert-butoxy)-2-((4-chlorobenzyl)carbamoyl)pyrrolidine-1-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: 89.0%

4-chlorobenzylamine (104-86-9) + (2S,4R)-4-tert-butoxy-1-(9H-fluoren-9-ylmethoxycarbonyl)pyrrolidine-2-carboxylic acid (268729-12-0) → (2S,4R)-(9H-fluoren-9-yl)methyl 4-(tert-butoxy)-2-((4-chlorobenzyl)carbamoyl)pyrrolidine-1-carboxylate (1448189-39-6)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 4 - 20 ℃; for 15h;

DOI:10.1002/anie.201206231

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:

(2S,4R)-(9H-fluoren-9-yl)methyl 4-(tert-butoxy)-2-((4-chlorobenzyl)carbamoyl)pyrrolidine-1-carboxylate (1448189-39-6) → C17H19ClN4O3 (1418120-66-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 2,2',2''-triaminotriethylamine / dichloromethane / 14 h / 4 - 20 °C

2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine / dichloromethane / 14.5 h / 20 °C

3: trifluoroacetic acid / dichloromethane / 12 h / 20 °C

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

DOI:10.1002/anie.201206231

upstream raw materials:

4-chlorobenzylamine

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

Downstream raw materials:

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

C₂₁H₂₇ClN₄O₃

C₁₇H₁₉ClN₄O₃

C₁₇H₁₉ClN₄O₃