Benzyl 2-(aminomethyl)pyrrolidine-1-carboxylate

Base Information

• Chemical Name: Benzyl 2-(aminomethyl)pyrrolidine-1-carboxylate
• CAS No.: 119020-03-0
• Molecular Formula: C₁₃H₁₈N₂O₂
• Molecular Weight: 234.298
• Hs Code.: 2933990090
• European Community (EC) Number: 672-183-0
• Mol file: 119020-03-0.mol

Synonyms:119020-03-0;Benzyl 2-(aminomethyl)pyrrolidine-1-carboxylate;2-Aminomethyl-pyrrolidine-1-carboxylic acid benzyl ester;(S)-2-(AMINOMETHYL)-1-CBZ-PYRROLIDINE;2-(Aminomethyl)-1-Cbz-pyrrolidine;MFCD06658394;1-N-CBZ-2-(AMINOMETHYL)PYRROLIDINE;1-Pyrrolidinecarboxylic acid, 2-(aminomethyl)-, phenylmethyl ester;(R)-2-(Aminomethyl)-1-Cbz-pyrrolidine;1-CBZ-2-AMINOMETHYL PYRROLIDINE;1-Cbz-2-aminomethylpyrrolidine;MFCD06796560;SCHEMBL9202585;1-Cbz-2-(aminomethyl)-pyrrolidine;AB1313;AKOS016000642;AB13195;AM91071;SB31412;SB31614;DS-14816;SY020402;SY045793;CS-0020015;FT-0630285;FT-0657410;FT-0771288;EN300-186794;2-aminomethyl-pyrrolidine-1-carboxylic acid benzyl ester, AldrichCPR

Chemical Property of Benzyl 2-(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: 9.91±0.29(Predicted)
• Flash Point: 177.9 °C
• PSA: 55.56000
• Density: 1.155 g/cm³
• LogP: 2.38450
• Storage Temp.: Room temperature.
• XLogP3: 1.2
• 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:

99% ^*data from raw suppliers

2-Aminomethyl-pyrrolidine-1-carboxylicAcidBenzylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:
• Hazard Codes: Xn
• Statements: 36/37/38-41-37/38-22
• Safety Statements: 26-36/37/39-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(N(C1)C(=O)OCC2=CC=CC=C2)CN
• Uses: (S)-Benzyl 2-(aminomethyl)pyrrolidine-1-carboxylate was a useful reagent in preparation of trifluoro-N-[(S)-pyrrolidinylmethyl]methanesulfonamide.

Technology Process of Benzyl 2-(aminomethyl)pyrrolidine-1-carboxylate

There total 9 articles about Benzyl 2-(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: 92.0%

C21H20N2O4 → 2-(S)-aminomethyl-pyrrolidine-1-carboxylic acid benzyl ester (119020-03-0,141774-68-7)

Guidance literature:

With hydrazine hydrate; In ethanol; at 80 ℃; for 12h;

Reference yield: 90.0%

(S)-benzyl 2-(azidomethyl)pyrrolidine-1-carboxylate (141774-67-6) → 2-(S)-aminomethyl-pyrrolidine-1-carboxylic acid benzyl ester (119020-03-0,141774-68-7)

Guidance literature:

With water; ammonium chloride; zinc; In ethanol; at 20 ℃;

DOI:10.1080/00397911.2010.505702

Reference yield: 74.0%

Z-Pro-NH2 (34079-31-7,58274-22-9) → 2-(S)-aminomethyl-pyrrolidine-1-carboxylic acid benzyl ester (119020-03-0,141774-68-7)

Guidance literature:

Z-Pro-NH₂; With borane; In tetrahydrofuran; for 7h; Heating;

With hydrogenchloride; for 6h; Further stages.; Heating;

DOI:10.1002/chem.200600115

upstream raw materials:

(S)-benzyl 2-(azidomethyl)pyrrolidine-1-carboxylate

Z-Pro-NH₂

N-Cbz-Prolinol

(2S)-2-(4-methylphenylsulfonyloxymethyl)-pyrrolidine-1-carboxylic acid benzyl ester

Downstream raw materials:

benzyl (S)-2-(isothiocyanatomethyl)pyrrolidine-1-carboxylate

(S)-benzyl 2-(((3aR,5S,6R,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole-5-carboxamido)methyl)pyrrolidine-1-carboxylate

(S)-benzyl 2-(((3aR,5S,6R,6aR)-6-azido-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole-5-carboxamido)methyl)pyrrolidine-1-carboxylate

benzyl (S)-2-({(1S,2S,3R,5S)-2-[(tert-butoxycarbonyl)amino]-2,6,6-trimethylbicyclo[3.1.1]heptan-3-ylcarboxamido}methyl)pyrrolidine-1-carboxylate

Refernces

• 1、 Vega-Penaloza, Alberto,Sanchez-Antonio, Omar,Escudero-Casao, Margarita,Tasnadi, Gabor,Fueloep, Ferenc,Juaristi, Eusebio. "Stereoselective synthesis of chiral pyrrolidine derivatives of (+)-α-pinene containing a β-amino acid moiety". . p. 2458 - 2468. Retrieved 2013/09/23.
• 2、 Morris, David J.,Partridge, A. Simon,Manville, Charles V.,Racys, Daugidas T.,Woodward, Gary,Docherty, Gordon,Wills, Martin. "Asymmetric organocatalysis of the addition of acetone to 2-nitrostyrene using N-diphenylphosphinyl-1,2-diphenylethane-1,2-diamine (PODPEN)". supporting information; experimental part. p. 209 - 212. Retrieved 2010/03/24.