1-Cbz-pyrrolidine

Base Information

• Chemical Name: 1-Cbz-pyrrolidine
• CAS No.: 25070-74-0
• Molecular Formula: C12H15NO2
• Molecular Weight: 205.257
• DSSTox Substance ID: DTXSID70442413
• Nikkaji Number: J695.530D
• Wikidata: Q82259675
• Mol file: 25070-74-0.mol

Synonyms:1-Cbz-pyrrolidine;25070-74-0;Benzyl Pyrrolidine-1-carboxylate;1-Pyrrolidinecarboxylic acid, phenylmethyl ester;MFCD18206031;n-benzyloxycarbonylpyrrolidine;n-benzyloxycarbonyl-pyrrolidine;SCHEMBL1000788;1-(Benzyloxycarbonyl)pyrrolidine;DTXSID70442413;VALPXRNQZYGXPS-UHFFFAOYSA-N;AKOS015854221;CS-11475;SY022060;Pyrrolidine-1-carboxylic acid benzyl ester;CS-0156223;EN300-6977811;A877716;J-505123

Chemical Property of 1-Cbz-pyrrolidine

Chemical Property:

• PSA: 29.54000
• Density: 1.152±0.06 g/cm3 (20 oC 760 Torr)
• LogP: 2.35690
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 205.110278721
• Heavy Atom Count: 15
• Complexity: 206

Purity/Quality:

97% ^*data from raw suppliers

Benzylpyrrolidine-1-carboxylate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCN(C1)C(=O)OCC2=CC=CC=C2

Technology Process of 1-Cbz-pyrrolidine

There total 36 articles about 1-Cbz-pyrrolidine 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: 98.0%

benzyl 3-[(methylthio)carbonothioyloxy]pyrrolidine-1-carboxylate → 1-benzyloxycarbonylpyrrolidine (25070-74-0)

Guidance literature:

With tris-(trimethylsilyl)silane; chlorophyll a; In dimethyl sulfoxide; at 50 ℃; for 5h; Irradiation;

DOI:10.1246/BCSJ.20200087

Reference yield: 95.0%

pyrrolidine (123-75-1) + N-(Benzyloxycarbonyloxy)succinimide (13139-17-8) → 1-benzyloxycarbonylpyrrolidine (25070-74-0)

Guidance literature:

With 1-butyl-3-methylimidazolium Tetrafluoroborate; In neat (no solvent); at 25 ℃; for 0.05h;

DOI:10.1039/c5ra12121c

Reference yield: 94.0%

pyrrolidine (123-75-1) + benzyl chloroformate (501-53-1,94274-21-2) → 1-benzyloxycarbonylpyrrolidine (25070-74-0)

Guidance literature:

With sodium hydroxide; In water; at 0 - 20 ℃;

DOI:10.1002/anie.200604715

upstream raw materials:

pyrrolidine

benzyl chloroformate

(S)-Pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-(2-thioxo-2H-pyridin-1-yl) ester

1,3-Bis(benzyloxycarbonyl)imidazolidin-2-one

Downstream raw materials:

benzyl 2-methoxypyrrolidine-1-carboxylate

N-carbobenzoxy-2,5-dimethoxypyrrolidine

1-(benzyloxycarbonyl)pyrrolidin-2-ol

(3R)-3-hydroxy-pyrrolidine-1-carboxylic acid benzyl ester