Tert-butyl 2-(aminomethyl)-4-chlorobenzylcarbamate

Base Information

• Chemical Name: Tert-butyl 2-(aminomethyl)-4-chlorobenzylcarbamate
• CAS No.: 439116-15-1
• Molecular Formula: C13H19ClN2O2
• Molecular Weight: 270.759
• DSSTox Substance ID: DTXSID20457017
• Nikkaji Number: J2.025.074G
• Wikidata: Q82279686
• Mol file: 439116-15-1.mol

Synonyms:TERT-BUTYL 2-(AMINOMETHYL)-4-CHLOROBENZYLCARBAMATE;439116-15-1;tert-butyl N-[[2-(aminomethyl)-4-chlorophenyl]methyl]carbamate;tert-butyl N-{[2-(aminomethyl)-4-chlorophenyl]methyl}carbamate;SCHEMBL711731;DTXSID20457017;JWQXARVKTIKFTR-UHFFFAOYSA-N;MB05497;2-tert-butoxycarbonylaminomethyl-5-chlorobenzylamine;2-tertButoxycarbonylaminomethyl-5-chlorobenzyl amine;tert-butyl[2-(aminomethyl)-4-chlorobenzyl]carbamate;tert-butyl [2-(aminomethyl)-4-chlorobenzyl]carbamate;2-(tert-butyloxycarbonylaminomethyl)-5-chlorobenzylamine;(2-aminomethyl-4-chlorobenzyl)carbamic acid tert-butyl ester;2-(tert-Butoxycarbonylaminomethyl)-5-chlorobenzenemethanamine

Chemical Property of Tert-butyl 2-(aminomethyl)-4-chlorobenzylcarbamate

Chemical Property:

• PSA: 64.35000
• LogP: 3.91460
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 270.1135055
• Heavy Atom Count: 18
• Complexity: 279

Purity/Quality:

95% ^*data from raw suppliers

TERT-BUTYL 2-(AMINOMETHYL)-4-CHLOROBENZYLCARBAMATE 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NCC1=C(C=C(C=C1)Cl)CN

Technology Process of Tert-butyl 2-(aminomethyl)-4-chlorobenzylcarbamate

There total 12 articles about Tert-butyl 2-(aminomethyl)-4-chlorobenzylcarbamate 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: 88.0%

triphenylphosphine (603-35-0) + 1-azidomethyl-2-(tert-butyloxycarbonylaminomethyl)-5-chlorobenzene (439117-41-6) → 2-(tert-butyloxycarbonylaminomethyl)-5-chlorobenzylamine (439116-15-1)

Guidance literature:

In tetrahydrofuran; dichloromethane; water;

Reference yield:

1-azidomethyl-2-(tert-butyloxycarbonylaminomethyl)-5-chlorobenzene (439117-41-6) → 2-(tert-butyloxycarbonylaminomethyl)-5-chlorobenzylamine (439116-15-1)

Guidance literature:

With water; triphenylphosphine; In tetrahydrofuran; at 65 ℃; for 18h;

DOI:10.1016/S0960-894X(03)00732-7

Reference yield:

tert-butyl 4-chloro-2-(hydroxymethyl)benzylcarbamate (439117-40-5) → 2-(tert-butyloxycarbonylaminomethyl)-5-chlorobenzylamine (439116-15-1)

Guidance literature:

Multi-step reaction with 2 steps

1: DPPA / toluene

2: PPh₃; H₂O / tetrahydrofuran

With diphenyl-phosphinic acid; water; triphenylphosphine; In tetrahydrofuran; toluene;

DOI:10.1016/j.bmcl.2004.06.030

upstream raw materials:

1-azidomethyl-2-(tert-butyloxycarbonylaminomethyl)-5-chlorobenzene

di-tert-butyl dicarbonate

methyl-2-bromo-5-chlorobenzoate

[2-(aminomethyl)-5-chlorophenyl]methanol

Downstream raw materials:

1-(N (fluorenylmethoxycarbonyl)-azetidin-2S-yl-carbonylaminomethyl)-2-(tert-butyloxycarbonylaminomethyl)-5-chlorobenzene

(2-{[(azetidine-2-carbonyl)-amino]-methyl}-4-chloro-benzyl)-carbamic acid tert-butyl ester