Benzyl 3-cyanopyrrolidine-1-carboxylate

Base Information

• Chemical Name: Benzyl 3-cyanopyrrolidine-1-carboxylate
• CAS No.: 188846-99-3
• Molecular Formula: C13H14 N2 O2
• Molecular Weight: 230.266
• DSSTox Substance ID: DTXSID30597776
• Mol file: 188846-99-3.mol

Synonyms:188846-99-3;BENZYL 3-CYANOPYRROLIDINE-1-CARBOXYLATE;1-N-Cbz-3-Cyanopyrrolidine;1-CBZ-3-CYANOPYRROLIDINE;1-N-CBZ-3-CYANO-PYRROLIDINE;3-CYANO-PYRROLIDINE-1-CARBOXYLIC ACID BENZYL ESTER;1-Pyrrolidinecarboxylic acid, 3-cyano-, phenylmethyl ester;MFCD06658395;(S)-1-CBZ-3-PYRROLIDINECARBONITRILE;MFCD08704693;MFCD08704694;1-Z-3-Cyano-pyrrolidine;1-Pyrrolidinecarboxylic acid, 3-cyano-, phenylmethyl ester, (S)-;SCHEMBL2323942;DTXSID30597776;WNULFIVJZGZMEY-UHFFFAOYSA-N;AB1317;AKOS015898054;PB10590;PB26404;PB27737;AS-44559;SY010861;SY011938;SY097744;DB-065664;DB-065828;DB-068714;CS-0035664;BENZYL3-CYANOPYRROLIDINE-1-CARBOXYLATE;(phenylmethyl) 3-cyanopyrrolidine-1-carboxylate;(r/s)-1-benzyloxycarbonyl-3-cyano pyrrolidine;EN300-5574979;A813277;J-012172;3-cyano-1-pyrrolidinecarboxylic acid (phenylmethyl) ester

Chemical Property of Benzyl 3-cyanopyrrolidine-1-carboxylate

Chemical Property:

• PSA: 53.33000
• LogP: 2.10658
• Storage Temp.: 2-8°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 230.105527694
• Heavy Atom Count: 17
• Complexity: 315

Purity/Quality:

97% ^*data from raw suppliers

Benzyl3-Cyanopyrrolidine-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN(CC1C#N)C(=O)OCC2=CC=CC=C2

Technology Process of Benzyl 3-cyanopyrrolidine-1-carboxylate

There total 2 articles about Benzyl 3-cyanopyrrolidine-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:

benzyl 3-[[(4-methylphenyl)sulfonyl]oxy]-1-pyrrolidine carboxylate (188846-98-2) → (+/-)-3-cyanopyrrolidine-1-carboxylic acid benzyl ester (188846-99-3)

Guidance literature:

In dimethyl sulfoxide;

Reference yield:

(R)-3-[(methylsulfonyl)oxy]-1-pyrrolidinecarboxylic acid,phenylmethyl ester (138232-44-7) → (+/-)-3-cyanopyrrolidine-1-carboxylic acid benzyl ester (188846-99-3)

Guidance literature:

With TBA-CN; In dimethyl sulfoxide; at 65 ℃;

DOI:10.1002/adsc.200700040

Reference yield: 71.0%

(+/-)-3-cyanopyrrolidine-1-carboxylic acid benzyl ester (188846-99-3) → C13H12N2O3

Guidance literature:

With methanesulfonic acid; 9-azabicyclo[3.3.1]nonan-3-one N-oxyl oxide; water; lithium perchlorate; In acetonitrile; at 25 ℃; Electrolysis;

DOI:10.1021/acs.orglett.1c03338

upstream raw materials:

benzyl 3-[[(4-methylphenyl)sulfonyl]oxy]-1-pyrrolidine carboxylate

(R)-3-[(methylsulfonyl)oxy]-1-pyrrolidinecarboxylic acid,phenylmethyl ester

Downstream raw materials:

pyrrolidine-1,3-dicarboxylic acid 1-benzyl ester 3-methyl ester

(R)-1-((benzyloxy)-carbonyl)pyrrolidine-3-carboxylic acid

(S)-1-((benzyloxy)carbonyl)pyrrolidine-3-carboxylic acid

3-cyanopyrrolidine-1-carboxylic acid benzyl ester