(S)-Pyrrolidine-1,2-dicarboxylic acid 2-((R)-1-{[(S)-1-((R)-1-benzyloxycarbonyl-2-phenyl-ethoxycarbonyl)-3-methyl-butyl]-methyl-carbamoyl}-ethyl) ester 1-tert-butyl ester

Base Information

• Chemical Name: (S)-Pyrrolidine-1,2-dicarboxylic acid 2-((R)-1-{[(S)-1-((R)-1-benzyloxycarbonyl-2-phenyl-ethoxycarbonyl)-3-methyl-butyl]-methyl-carbamoyl}-ethyl) ester 1-tert-butyl ester
• CAS No.: 188908-24-9
• Molecular Formula: C₃₆H₄₈N₂O₉
• Molecular Weight: 652.785
• Mol file: 188908-24-9.mol

Synonyms:(S)-Pyrrolidine-1,2-dicarboxylic acid 2-((R)-1-{[(S)-1-((R)-1-benzyloxycarbonyl-2-phenyl-ethoxycarbonyl)-3-methyl-butyl]-methyl-carbamoyl}-ethyl) ester 1-tert-butyl ester

Chemical Property of (S)-Pyrrolidine-1,2-dicarboxylic acid 2-((R)-1-{[(S)-1-((R)-1-benzyloxycarbonyl-2-phenyl-ethoxycarbonyl)-3-methyl-butyl]-methyl-carbamoyl}-ethyl) ester 1-tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-Pyrrolidine-1,2-dicarboxylic acid 2-((R)-1-{[(S)-1-((R)-1-benzyloxycarbonyl-2-phenyl-ethoxycarbonyl)-3-methyl-butyl]-methyl-carbamoyl}-ethyl) ester 1-tert-butyl ester

There total 4 articles about (S)-Pyrrolidine-1,2-dicarboxylic acid 2-((R)-1-{[(S)-1-((R)-1-benzyloxycarbonyl-2-phenyl-ethoxycarbonyl)-3-methyl-butyl]-methyl-carbamoyl}-ethyl) ester 1-tert-butyl 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: 82.0%

benzyl N-methyl-L-leucyl-3-phenyl-D-lactate (157567-63-0) + N-Boc-L-prolyl-D-lactic acid (188908-23-8) → (S)-Pyrrolidine-1,2-dicarboxylic acid 2-((R)-1-{[(S)-1-((R)-1-benzyloxycarbonyl-2-phenyl-ethoxycarbonyl)-3-methyl-butyl]-methyl-carbamoyl}-ethyl) ester 1-tert-butyl ester (188908-24-9)

Guidance literature:

With dmap; dacarbazine; In dichloromethane; at 20 ℃; for 16h;

DOI:10.1021/jm020482k

Reference yield:

1-(tert-butoxycarbonyl)-L-proline (15761-39-4,59433-50-0) → (S)-Pyrrolidine-1,2-dicarboxylic acid 2-((R)-1-{[(S)-1-((R)-1-benzyloxycarbonyl-2-phenyl-ethoxycarbonyl)-3-methyl-butyl]-methyl-carbamoyl}-ethyl) ester 1-tert-butyl ester (188908-24-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 74 percent / DIC; DMAP / CH₂Cl₂ / 1 h / 20 °C

2: 70 percent / aq. NaOH / methanol / 0.33 h / 20 °C

3: 82 percent / DIC; DMAP / CH₂Cl₂ / 16 h / 20 °C

With dmap; sodium hydroxide; dacarbazine; In methanol; dichloromethane;

DOI:10.1021/jm020482k

Reference yield:

benzyl N-Boc-N-methyl-L-leucyl-3-phenyl-D-lactate (153052-70-1) → (S)-Pyrrolidine-1,2-dicarboxylic acid 2-((R)-1-{[(S)-1-((R)-1-benzyloxycarbonyl-2-phenyl-ethoxycarbonyl)-3-methyl-butyl]-methyl-carbamoyl}-ethyl) ester 1-tert-butyl ester (188908-24-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / CF₃CO₂H / CH₂Cl₂ / 1 h / 25 °C

2: 82 percent / DIC; DMAP / CH₂Cl₂ / 16 h / 20 °C

With dmap; dacarbazine; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/jm020482k

upstream raw materials:

benzyl N-methyl-L-leucyl-3-phenyl-D-lactate

N-Boc-L-prolyl-D-lactic acid

1-(tert-butoxycarbonyl)-L-proline

benzyl N-Boc-N-methyl-L-leucyl-3-phenyl-D-lactate

Downstream raw materials:

C₆₂H₈₆N₄O₁₅

pyrrolidine-2-carboxylic acid 1-{[1-(1-{[1-(1-{[1-(1-benzyloxycarbonyl-2-phenyl-ethoxycarbonyl)-3-methyl-butyl]-methyl-carbamoyl}-ethoxycarbonyl)-3-methyl-butyl]-methyl-carbamoyl}-2-phenyl-ethoxycarbonyl)-3-methyl-butyl]-methyl-carbamoyl}-ethyl ester

L-prolyl-D-lactyl-N-methyl-L-leucyl-3-phenyl-D-lactyl-N-methyl-L-leucyl-D-lactyl-N-methyl-L-leucyl-3-phenyl-D-lactic acid

N-Boc-L-prolyl-D-lactyl-N-methyl-L-leucyl-3-phenyl-D-lactic acid