(2S,5R)-tert-butyl 2-(dimethylcarbamoyl)-5-phenylpyrrolidine-1-carboxylate

Base Information

• Chemical Name: (2S,5R)-tert-butyl 2-(dimethylcarbamoyl)-5-phenylpyrrolidine-1-carboxylate
• CAS No.: 1009093-79-1
• Molecular Formula: C₁₈H₂₆N₂O₃
• Molecular Weight: 318.416
• Mol file: 1009093-79-1.mol

Synonyms:(2S,5R)-tert-butyl 2-(dimethylcarbamoyl)-5-phenylpyrrolidine-1-carboxylate

Chemical Property of (2S,5R)-tert-butyl 2-(dimethylcarbamoyl)-5-phenylpyrrolidine-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,5R)-tert-butyl 2-(dimethylcarbamoyl)-5-phenylpyrrolidine-1-carboxylate

There total 14 articles about (2S,5R)-tert-butyl 2-(dimethylcarbamoyl)-5-phenylpyrrolidine-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: 32.0%

triethylsilane (617-86-7) + (S)-2-(tert-butoxycarbonylamino)-N,N-dimethyl-5-oxo-5-phenylpentanamide → (2S,5R)-tert-butyl 2-(dimethylcarbamoyl)-5-phenylpyrrolidine-1-carboxylate (1009093-79-1) + (2S)-2-(tert-butoxycarbonylamino)-N,N-dimethyl-5-phenyl-5-(triethylsilyloxy)pentanamide

Guidance literature:

With tris(pentafluorophenyl)borate; In dichloromethane; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1055/s-0034-1379457

Reference yield:

(2S,5R)-(tert-butyloxycarbonyl)-5-phenylpyrrolidine-2-carboxylic acid (221352-49-4,158706-46-8) + dimethyl amine (124-40-3) → (2S,5R)-tert-butyl 2-(dimethylcarbamoyl)-5-phenylpyrrolidine-1-carboxylate (1009093-79-1)

Guidance literature:

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; triethylamine; In N,N-dimethyl-formamide; at 25 ℃; for 12h;

Reference yield:

(S)-2-(tert-butoxycarbonylamino)-N,N-dimethyl-5-oxo-5-phenylpentanamide → (2S,5R)-tert-butyl 2-(dimethylcarbamoyl)-5-phenylpyrrolidine-1-carboxylate (1009093-79-1)

Guidance literature:

Multi-step reaction with 3 steps

1: trifluoroacetic acid / dichloromethane / 20 °C

2: sodium tetrahydroborate / methanol / 0 - 20 °C

3: dmap; triethylamine / dichloromethane / 24 h / 20 °C

With dmap; sodium tetrahydroborate; triethylamine; trifluoroacetic acid; In methanol; dichloromethane;

DOI:10.1055/s-0034-1379457

upstream raw materials:

(2S,5R)-(tert-butyloxycarbonyl)-5-phenylpyrrolidine-2-carboxylic acid

dimethyl amine

triethylsilane

L-Pyroglutamic acid

Downstream raw materials:

C₄₇H₆₅N₅O₆