Benzyl 3-aminobenzylcarbamate

Base Information

• Chemical Name: Benzyl 3-aminobenzylcarbamate
• CAS No.: 374554-26-4
• Molecular Formula: C15H16 N2 O2
• Molecular Weight: 256.304
• Hs Code.: 2924299090
• European Community (EC) Number: 672-439-1
• DSSTox Substance ID: DTXSID00373867
• Wikidata: Q82162234
• Mol file: 374554-26-4.mol

Synonyms:3-N-Cbz-Aminomethylaniline;374554-26-4;benzyl 3-aminobenzylcarbamate;benzyl N-[(3-aminophenyl)methyl]carbamate;(3-amino-benzyl)-carbamic acid benzyl ester;benzyl3-aminobenzylcarbamate;SCHEMBL3865410;Benzyl (3-aminobenzyl)carbamate;DTXSID00373867;ODFMBKSFAAEDJV-UHFFFAOYSA-N;MFCD03426378;AS-37325;CS-0167793;FT-0686406

Chemical Property of Benzyl 3-aminobenzylcarbamate

Chemical Property:

• Vapor Pressure: 2.94E-09mmHg at 25°C
• Refractive Index: 1.613
• Boiling Point: 476.9°Cat760mmHg
• Flash Point: 242.2°C
• PSA: 64.35000
• Density: 1.197g/cm³
• LogP: 3.66730
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 256.121177757
• Heavy Atom Count: 19
• Complexity: 277

Purity/Quality:

98%min ^*data from raw suppliers

Benzyl3-aminobenzylcarbamate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)NCC2=CC(=CC=C2)N

Technology Process of Benzyl 3-aminobenzylcarbamate

There total 4 articles about Benzyl 3-aminobenzylcarbamate 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: 71.0%

m-aminobenzylamine (4403-70-7) + benzyl chloroformate (501-53-1,94274-21-2) → (3-amino-benzyl)-carbamic acid benzyl ester (374554-26-4)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 0 - 20 ℃; for 0.5h;

Reference yield:

(3-nitro-benzyl)-carbamic acid benzyl ester (959906-87-7) → (3-amino-benzyl)-carbamic acid benzyl ester (374554-26-4)

Guidance literature:

With hydrogen; nickel; In methanol;

DOI:10.1016/S0960-894X(98)00513-7

Reference yield:

3-nitrobenzylamine hydrochloride (26177-43-5) → (3-amino-benzyl)-carbamic acid benzyl ester (374554-26-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 10 percent / K₂CO₃ / dioxane

2: H₂ / Raney-Ni / methanol

With hydrogen; potassium carbonate; nickel; In 1,4-dioxane; methanol;

DOI:10.1016/S0960-894X(98)00513-7

upstream raw materials:

(3-nitro-benzyl)-carbamic acid benzyl ester

3-nitrobenzylamine hydrochloride

benzyl chloroformate

m-aminobenzylamine

Downstream raw materials:

Benzyl 3-formamidobenzylcarbamate

benzyl 3-(2-(4-bromobenzyloxy)acetamido)benzylcarbamate

{3-[2-(4-bromo-phenoxy)-acetylamino]-benzyl}-carbamic acid benzyl ester

Refernces

• 1、 Schoepfer, Joseph,Gay, Brigitte,Caravatti, Giorgio,Garcia-Echeverria, Carlos,Fretz, Heinz,Rahuel, Joseph,Furet, Pascal. "Structure-based design of peptidomimetic ligands of the Grb2-SH2 domain". . p. 2865 - 2870. Retrieved 2007/10/03.