Benzyl 3-(aminomethyl)pyrrolidine-1-carboxylate

Base Information

• Chemical Name: Benzyl 3-(aminomethyl)pyrrolidine-1-carboxylate
• CAS No.: 315717-77-2
• Molecular Formula: C13H18N2O2
• Molecular Weight: 234.29
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID50573996
• Mol file: 315717-77-2.mol

Synonyms:315717-77-2;Benzyl 3-(aminomethyl)pyrrolidine-1-carboxylate;3-AMINOMETHYL-PYRROLIDINE-1-CARBOXYLIC ACID BENZYL ESTER;1-CBZ-3-(AMINOMETHYL)PYRROLIDINE;1-Cbz-3-aminomethylpyrrolidine;Benzyl3-(aminomethyl)pyrrolidine-1-carboxylate;SCHEMBL5351012;DTXSID50573996;LVZARJOZJFAOQF-UHFFFAOYSA-N;3-Aminomethyl-1-N-Cbz-pyrrolidine;MFCD06858456;AKOS015996031;PB20989;PB27761;SB10260;AM100659;BS-28007;1-benzyloxycarbonyl-3-aminomethylpyrrolidine;CS-0053787;P10426;A820914;3-AMINOMETHYL-PYRROLIDINE-1-CARBOXYLICACIDBENZYLESTER

Chemical Property of Benzyl 3-(aminomethyl)pyrrolidine-1-carboxylate

Chemical Property:

• Vapor Pressure: 1.1E-05mmHg at 25°C
• Refractive Index: 1.56
• Boiling Point: 370.5 °C at 760 mmHg
• PKA: 10.12±0.29(Predicted)
• Flash Point: 177.9 °C
• PSA: 55.56000
• Density: 1.155 g/cm³
• LogP: 2.24200
• Storage Temp.: 2-8°C
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 234.136827821
• Heavy Atom Count: 17
• Complexity: 252

Purity/Quality:

97% ^*data from raw suppliers

1-Cbz-3-(aminomethyl)pyrrolidine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN(CC1CN)C(=O)OCC2=CC=CC=C2

Technology Process of Benzyl 3-(aminomethyl)pyrrolidine-1-carboxylate

There total 3 articles about Benzyl 3-(aminomethyl)pyrrolidine-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: 26.0%

(3R,4S)-3-azidomethyl-1-benzyloxycarbonyl-4-hydroxypyrrolidine (604798-64-3) → 3-aminomethyl-pyrrolidine-1-carboxylic acid benzyl ester (315717-77-2) + (3S,4R)-3-aminomethyl-1-benzyloxycarbonyl-4-fluoropyrrolidine (604798-67-6)

Guidance literature:

(3R,4S)-3-azidomethyl-1-benzyloxycarbonyl-4-hydroxypyrrolidine; With diethylamino-sulfur trifluoride; In dichloromethane; at 20 ℃;

With platinum(IV) oxide; hydrogen; In ethanol; at 20 ℃; for 4.5h; under 760.051 Torr;

DOI:10.1021/jm701428b

Reference yield:

methanesulfonyl chloride (124-63-0) + benzyl 3-(hydroxymethyl)pyrrolidine-1-carboxylate (315718-05-9) → 3-aminomethyl-pyrrolidine-1-carboxylic acid benzyl ester (315717-77-2)

Guidance literature:

With hydrogenchloride; sodium hydroxide; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In methanol; tetrahydrofuran-water; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

borane-THF + (+/-)-3-carbamoylpyrrolidine-1-carboxylic acid benzyl ester → 3-aminomethyl-pyrrolidine-1-carboxylic acid benzyl ester (315717-77-2)

Guidance literature:

With hydrogenchloride;

upstream raw materials:

methanesulfonyl chloride

benzyl 3-(hydroxymethyl)pyrrolidine-1-carboxylate

(3R,4S)-3-azidomethyl-1-benzyloxycarbonyl-4-hydroxypyrrolidine

Downstream raw materials:

(R,S) 3-[(4-hydroxy-benzoylamino)-methyl]-pyrrolidine-1-carboxylic acid benzyl ester

3-(Pteridin-4-ylaminomethyl)-pyrrolidine-1-carboxylic acid benzyl ester

3-[(9H-Purin-6-ylamino)-methyl]-pyrrolidine-1-carboxylic acid benzyl ester