(2S,4S)-N^α-Cbz-4-aminoproline benzyl ester

Base Information

• Chemical Name: (2S,4S)-N^α-Cbz-4-aminoproline benzyl ester
• CAS No.: 329191-57-3
• Molecular Formula: C₂₀H₂₂N₂O₄
• Molecular Weight: 354.406
• Mol file: 329191-57-3.mol

Synonyms:(2S,4S)-N^α-Cbz-4-aminoproline benzyl ester

Chemical Property of (2S,4S)-N^α-Cbz-4-aminoproline benzyl ester

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (2S,4S)-N^α-Cbz-4-aminoproline benzyl ester

There total 6 articles about (2S,4S)-N^α-Cbz-4-aminoproline 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: 89.0%

(2S,4S)-Nα-Cbz-4-azidoproline benzyl ester (329191-55-1) → (2S,4S)-Nα-Cbz-4-aminoproline benzyl ester (329191-57-3)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; for 20h;

DOI:10.1002/adsc.200505058

Reference yield:

N-benzyloxycarbonyl-(2S,4R)-4-hydroxyproline benzyl ester (13500-53-3) → (2S,4S)-Nα-Cbz-4-aminoproline benzyl ester (329191-57-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / pyridine / 48 h / 20 °C

2: 80 percent / NaN₃ / dimethylformamide; H₂O / 48 h / 70 °C

3: 89 percent / H₂ / Pd/C / ethyl acetate / 20 h

With sodium azide; hydrogen; palladium on activated charcoal; In pyridine; water; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1002/adsc.200505058

Reference yield:

(2S,4R)-Nα-Cbz-4-[(p-toluenesulfonyl)oxy]proline benzyl ester (159551-87-8) → (2S,4S)-Nα-Cbz-4-aminoproline benzyl ester (329191-57-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / NaN₃ / dimethylformamide; H₂O / 48 h / 70 °C

2: 89 percent / H₂ / Pd/C / ethyl acetate / 20 h

With sodium azide; hydrogen; palladium on activated charcoal; In water; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1002/adsc.200505058

upstream raw materials:

(2S,4S)-4-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-pyrrolidine-1,2-dicarboxylic acid dibenzyl ester

(2S,4S)-N^α-Cbz-4-azidoproline benzyl ester

N-benzyloxycarbonyl-(2S,4R)-4-hydroxyproline benzyl ester

(2S,4R)-N^α-Cbz-4-[(p-toluenesulfonyl)oxy]proline benzyl ester

Downstream raw materials:

6(I)-[N'-(2S,4S)-1,2-dibenzyloxycarbonylpyrrolidin-4-yl]aminocarbonylethylcarbonylamino-6(I)-deoxy-β-cyclodextrin

(2S,4S)-4-acetamido-1,2-dibenzyloxycarbonylpyrrolidine

C₂₆H₂₉N₄O₅⁽¹⁺⁾*Cl^(1-)

C₂F₆NO₄S₂^(1-)*C₂₆H₂₉N₄O₅⁽¹⁺⁾