4-(N-Boc-aminomethyl)aniline

Base Information

• Chemical Name: 4-(N-Boc-aminomethyl)aniline
• CAS No.: 94838-55-8
• Molecular Formula: C12H18N2O2
• Molecular Weight: 222.287
• Hs Code.: 29242990
• European Community (EC) Number: 627-326-1
• DSSTox Substance ID: DTXSID20373203
• Nikkaji Number: J1.264.878B
• Wikidata: Q72448177
• Mol file: 94838-55-8.mol

Synonyms:4-(N-Boc-aminomethyl)aniline;94838-55-8;4-[(N-Boc)aminomethyl]aniline;tert-butyl 4-aminobenzylcarbamate;tert-butyl N-[(4-aminophenyl)methyl]carbamate;tert-butyl (4-aminobenzyl)carbamate;4-(Boc-aminomethyl)aniline;MFCD03001716;4-[(N-tert-Butoxycarbonylamino)methyl]aniline;tert-Butyl N-(4-aminobenzyl)carbamate;Carbamic acid, [(4-aminophenyl)methyl]-, 1,1-dimethylethyl ester;(4-Aminobenzyl)carbamic acid tert-butyl ester;p-BocNHCH2C6H4NH2;4[N-Boc aminomethyl]aniline;SCHEMBL54834;4-(N-Boc)aminomethyl aniline;4-[N-Boc aminomethyl]aniline;t-butyl-4-aminobenzylcarbamate;tert-butyl-4-aminobenzylcarbamate;DTXSID20373203;UXWQXBSQQHAGMG-UHFFFAOYSA-N;BCP24294;CS-B0791;BBL102863;STL556671;p-tert-butoxycarbonylaminomethylaniline;AKOS005071696;tert-butyl (4-amino-benzyl)-carbamate;4-[(N-Boc)aminomethyl]aniline, 97%;AC-6434;AM10035;AS-0007;N-t-butyloxycarbonyl-p-aminobenzylamine;SB79930;4-amino-N-tert-butoxycarbonylbenzylamine;4-tert.butoxycarbonylaminomethyl-aniline;BP-21488;SY027299;4-(tert.butoxycarbonylaminomethyl)-aniline;(4-aminobenzyl)carbamic acid t-butyl ester;4-(N-tert-butoxycarbonylaminomethyl)aniline;4-Aminobenzylcarbamic acid tert-butyl ester;FT-0642289;4-(n-tert.butoxycarbonyl-aminomethyl)-aniline;EN300-51826;B56846;4-(N-tertiary-butyloxycarbonylaminomethyl)aniline;N-(4-aminophenylmethyl)carbamic acid t-butyl ester;J-513793;(4-AMINO-BENZYL)-CARBAMIC ACID TERT-BUTYL ESTER;Z600391710;[(4-AMinophenyl)Methyl]carbaMic Acid 1,1-DiMethylethyl Ester

Chemical Property of 4-(N-Boc-aminomethyl)aniline

Chemical Property:

• Appearance/Colour: solid
• Vapor Pressure: 4.78E-06mmHg at 25°C
• Melting Point: 75-78 °C(lit.)
• Refractive Index: 1.542
• Boiling Point: 382.3 °C at 760 mmHg
• PKA: 12.62±0.46(Predicted)
• Flash Point: 185 °C
• PSA: 64.35000
• Density: 1.095 g/cm³
• LogP: 3.26560
• Storage Temp.: Store at 0-5°C
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 222.136827821
• Heavy Atom Count: 16
• Complexity: 228

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-(N-Boc-aminomethyl)aniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NCC1=CC=C(C=C1)N
• Uses: An aniline derivative, 4-(Boc-aminomethyl)aniline can be used in the preparation of various organic synthase inhibitors and other bio-active compounds. 4-[(N-Boc)aminomethyl]aniline may be used in the synthesis of haptens and 4-(N-boc-aminomethyl)benzene diazonium tetrafluoroborate salt.

Technology Process of 4-(N-Boc-aminomethyl)aniline

There total 15 articles about 4-(N-Boc-aminomethyl)aniline 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: 100.0%

di-tert-butyl dicarbonate (24424-99-5) + (4-aminomethyl)aniline (4403-71-8) → tert-butyl (4-aminobenzyl)carbamate (94838-55-8)

Guidance literature:

With TEA; In dichloromethane; at 0 ℃; for 2h;

DOI:10.1021/acschemneuro.1c00086

Reference yield: 100.0%

tert-butyl 4-nitrobenzylcarbamate (94838-58-1) → tert-butyl (4-aminobenzyl)carbamate (94838-55-8)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 2h; under 1810.07 Torr;

DOI:10.1016/j.ejmech.2014.04.027

Reference yield: 93.0%

→ tert-butyl (4-aminobenzyl)carbamate (94838-55-8)

Guidance literature:

upstream raw materials:

di-tert-butyl dicarbonate

(4-aminomethyl)aniline

tert-butyl 4-nitrobenzylcarbamate

1,1-dimethylethyl [4-[[[(1,1-dimethylethoxy)carbonyl]amino]methyl]phenyl]carbamate

Downstream raw materials:

{4-[(4-nitro-1H-pyrrole-2-carbonyl)-amino]-benzyl}-carbamic acid tert-butyl ester

tert-butyl N-[(4-acetylamino)benzyl]carbamate

[4-(2,2,2-trifluoro-ethanesulfonylamino)-benzyl]-carbamic acid tert-butyl ester

(4-phenylmethanesulfonylamino-benzyl)-carbamic acid tert-butyl ester

Refernces

• 1、 Hu, Tao,Hua, Tian,Li, Fei,Liu, Zhi-Jie,Makriyannis, Alexandros,Stevens, Raymond C.,Tao, Houchao,Tian, Cuiping,Xie, Linshan,Xu, Yueming,Xue, Dongxiang,Zhao, Fei,Zhao, Simeng,Zhao, Suwen,Zheng, Guoxun,Zhong, Guisheng,Zhou, Fang. "Rational Remodeling of Atypical Scaffolds for the Design of Photoswitchable Cannabinoid Receptor Tools". . p. 13752 - 13765. Retrieved 2021/09/20.
• 2、 -. "Cannabinoid receptor light-operated ligand and preparation method and application thereof". Paragraph 0066; 0073-0078. . Retrieved 2021/01/24.