(S)-2-((1S,2S)-2-Hydroxy-1-methoxycarbonyl-propylcarbamoyl)-pyrrolidine-1-carboxylic acid benzyl ester

Base Information

• Chemical Name: (S)-2-((1S,2S)-2-Hydroxy-1-methoxycarbonyl-propylcarbamoyl)-pyrrolidine-1-carboxylic acid benzyl ester
• CAS No.: 179094-66-7
• Molecular Formula: C₁₈H₂₄N₂O₆
• Molecular Weight: 364.398
• Mol file: 179094-66-7.mol

Synonyms:(S)-2-((1S,2S)-2-Hydroxy-1-methoxycarbonyl-propylcarbamoyl)-pyrrolidine-1-carboxylic acid benzyl ester

Chemical Property of (S)-2-((1S,2S)-2-Hydroxy-1-methoxycarbonyl-propylcarbamoyl)-pyrrolidine-1-carboxylic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

MSDS Files:

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Technology Process of (S)-2-((1S,2S)-2-Hydroxy-1-methoxycarbonyl-propylcarbamoyl)-pyrrolidine-1-carboxylic acid benzyl ester

There total 1 articles about (S)-2-((1S,2S)-2-Hydroxy-1-methoxycarbonyl-propylcarbamoyl)-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:

(L)-allo-threonine methyl ester hydrochloride (39994-75-7,60538-15-0,60538-18-3,62076-66-8,76419-75-5,79617-27-9,108724-12-5) + N-Benzyloxycarbonyl-L-proline (1148-11-4) → (S)-2-((1S,2S)-2-Hydroxy-1-methoxycarbonyl-propylcarbamoyl)-pyrrolidine-1-carboxylic acid benzyl ester (179094-66-7)

Guidance literature:

With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 25 ℃; for 12h;

DOI:10.1021/ol049141m

Reference yield:

(S)-2-((1S,2S)-2-Hydroxy-1-methoxycarbonyl-propylcarbamoyl)-pyrrolidine-1-carboxylic acid benzyl ester (179094-66-7) → (S)-2-((1S,2S)-1-Carboxy-2-hydroxy-propylcarbamoyl)-pyrrolidine-1-carboxylic acid benzyl ester

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; methanol; at 25 ℃;

DOI:10.1021/ol049141m

Reference yield:

(S)-2-((1S,2S)-2-Hydroxy-1-methoxycarbonyl-propylcarbamoyl)-pyrrolidine-1-carboxylic acid benzyl ester (179094-66-7) → Pro-Thr-Phe-OMe

Guidance literature:

Multi-step reaction with 3 steps

1: LiOH*H₂O / tetrahydrofuran; aq. methanol / 25 °C

2: EDCI; HOBt; NMM / CH₂Cl₂ / 25 °C

3: H₂ / Pd/C / methanol / 760 Torr

With 4-methyl-morpholine; lithium hydroxide; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1021/ol049141m

upstream raw materials:

(L)-allo-threonine methyl ester hydrochloride

N-Benzyloxycarbonyl-L-proline