Ethyl (R)-N-Cbz-3-pyrrolidinecarboxylate

Base Information

• Chemical Name: Ethyl (R)-N-Cbz-3-pyrrolidinecarboxylate
• CAS No.: 1263078-10-9
• Molecular Formula: C₁₅H₁₉NO₄
• Molecular Weight: 277.32
• Mol file: 1263078-10-9.mol

Synonyms:Ethyl (R)-N-Cbz-3-pyrrolidinecarboxylate

Chemical Property of Ethyl (R)-N-Cbz-3-pyrrolidinecarboxylate

Chemical Property:

• PSA: 55.84000
• LogP: 2.14610

Purity/Quality:

98%min ^*data from raw suppliers

(R)-1-Benzyl3-ethylpyrrolidine-1,3-dicarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Ethyl (R)-N-Cbz-3-pyrrolidinecarboxylate

There total 1 articles about Ethyl (R)-N-Cbz-3-pyrrolidinecarboxylate 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: 85.0%

1-benzyl-3-carboethoxypyrrolidine (5747-92-2) + benzyl chloroformate (501-53-1,94274-21-2) → N-benzyloxycarbonylpyrrolidine-3-carboxylic acid ethyl ester (848413-99-0,1263078-10-9)

Guidance literature:

In chloroform;

DOI:10.1016/j.bmcl.2007.01.090

Reference yield:

N-benzyloxycarbonylpyrrolidine-3-carboxylic acid ethyl ester (848413-99-0,1263078-10-9) → benzyl 3-formylpyrrolidine-1-carboxylate (276872-86-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 56 percent / NaBH₄

2: 78 percent / TEMPO; NaOCl

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium tetrahydroborate;

DOI:10.1016/j.bmcl.2007.01.090

Reference yield:

N-benzyloxycarbonylpyrrolidine-3-carboxylic acid ethyl ester (848413-99-0,1263078-10-9) → benzyl 3-[2-cyanovinyl]pyrrolidine-1-carboxylate (852655-64-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 56 percent / NaBH₄

2: 78 percent / TEMPO; NaOCl

3: 74 percent / Cs₂CO₃

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium tetrahydroborate; caesium carbonate; 3: Horner-Emmons-Wadsworth reaction;

DOI:10.1016/j.bmcl.2007.01.090

upstream raw materials:

1-benzyl-3-carboethoxypyrrolidine

benzyl chloroformate

Downstream raw materials:

benzyl 3-formylpyrrolidine-1-carboxylate

benzyl 3-[2-cyanovinyl]pyrrolidine-1-carboxylate

Refernces

• 1、 -. "QUINOLONE ANTIBACTERIAL AGENTS". Page/Page column 136. . Retrieved 2010/02/11.