(3s)-3-(Benzyloxycarbonyl-carboxyMethyl-aMino)-pyrrolidine-1-carboxylic acid benzyl ester

Base Information

• Chemical Name: (3s)-3-(Benzyloxycarbonyl-carboxyMethyl-aMino)-pyrrolidine-1-carboxylic acid benzyl ester
• CAS No.: 1056211-06-3
• Molecular Formula: C22H24 N2 O6
• Molecular Weight: 412.442
• Hs Code.: 2933990090
• Mol file: 1056211-06-3.mol

Synonyms:(3S)-3-(BENZYLOXYCARBONYL-CARBOXYMETHYL-AMINO)-PYRROLIDINE-1-CARBOXYLIC ACID BENZYL ESTER;

Chemical Property of (3s)-3-(Benzyloxycarbonyl-carboxyMethyl-aMino)-pyrrolidine-1-carboxylic acid benzyl ester

Chemical Property:

• PSA: 96.38000
• LogP: 3.05880

Purity/Quality:

99.3% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (3s)-3-(Benzyloxycarbonyl-carboxyMethyl-aMino)-pyrrolidine-1-carboxylic acid benzyl ester

There total 1 articles about (3s)-3-(Benzyloxycarbonyl-carboxyMethyl-aMino)-pyrrolidine-1-carboxylic acid 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:

C23H26N2O6 (1056211-02-9) → 3-(R)-(benzyloxycarbonyl-carboxymethyl-amino)-pyrrolidine-1-carboxylic acid benzyl ester (1056211-06-3,1184179-07-4)

Guidance literature:

C₂₃H₂₆N₂O₆; With sodium hydroxide; In tert-butyl methyl ether; water; at 55 ℃; for 2h; Heating / reflux;

With hydrogenchloride; In water; at 0 - 35 ℃;

Reference yield:

3-(R)-(benzyloxycarbonyl-carboxymethyl-amino)-pyrrolidine-1-carboxylic acid benzyl ester (1056211-06-3,1184179-07-4) → Dutogliptin (852329-66-9)

Guidance literature:

Multi-step reaction with 3 steps

1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 25 °C

2: hydrogen; 0.5% Pd/C / methanol / 5 - 30 °C / 2250.23 - 6750.68 Torr

3: hydrogenchloride; phenylboronic acid / water / 24 h / pH 2

With hydrogenchloride; 0.5% Pd/C; hydrogen; N-ethyl-N,N-diisopropylamine; phenylboronic acid; In methanol; dichloromethane; water;

Reference yield:

L-boroPro-pn + 3-(R)-(benzyloxycarbonyl-carboxymethyl-amino)-pyrrolidine-1-carboxylic acid benzyl ester (1056211-06-3,1184179-07-4) → (R)-3-(Benzyloxycarbonyl-{2-oxo-2-[(R)-2-((1S,2S,6R,8S)-2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.02,6]dec-4-yl)-pyrrolidin-1-yl]-ethyl}-amino)-pyrrolidine-1-carboxylic acid benzyl ester

Guidance literature:

3-(R)-(benzyloxycarbonyl-carboxymethyl-amino)-pyrrolidine-1-carboxylic acid benzyl ester; With benzotriazol-1-ol; In dichloromethane; at 15 - 25 ℃; for 0.5h; Industry scale;

L-boroPro-pn; With 4-methyl-morpholine; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane; at 0 - 25 ℃; Industry scale;

upstream raw materials:

C₂₃H₂₆N₂O₆

Downstream raw materials:

Dutogliptin

Refernces