1-(N-Boc-aminomethyl)-4-(aminomethyl)benzene

Base Information

• Chemical Name: 1-(N-Boc-aminomethyl)-4-(aminomethyl)benzene
• CAS No.: 108468-00-4
• Molecular Formula: C13H20N2O2
• Molecular Weight: 236.314
• Hs Code.: 29215990
• European Community (EC) Number: 628-429-4
• DSSTox Substance ID: DTXSID70391730
• Nikkaji Number: J1.133.168H
• Wikidata: Q72448172
• Mol file: 108468-00-4.mol

Synonyms:1-(N-Boc-aminomethyl)-4-(aminomethyl)benzene;108468-00-4;tert-butyl 4-(aminomethyl)benzylcarbamate;TERT-BUTYL N-[4-(AMINOMETHYL)BENZYL]CARBAMATE;Tert-butyl N-[[4-(aminomethyl)phenyl]methyl]carbamate;N-Boc-4-(aminomethyl)benzylamine;MFCD02683058;tert-butyl N-{[4-(aminomethyl)phenyl]methyl}carbamate;tert-Butyl N-[4-(aminomethyl)benzyl] carbamate;(4-aminomethyl-benzyl)-carbamic acid tert-butyl ester;N-Boc-p-xylylenediamine;SCHEMBL99337;N-mono(Boc)-p-xylylenediamine;DTXSID70391730;NUANLVJLUYWSER-UHFFFAOYSA-N;AKOS010142082;CS-W005444;4-(BOC-AMINOMETHYL)-BENZYLAMINE;4-tert-butoxycarbonylaminomethylbenzylamine;DS-10915;SY033188;tert-butyl-4-(aminomethyl)benzylcarbamate;1-(Boc-Aminomethyl)-4-(Aminomethyl)benzene;AM20020186;FT-0653506;tert.-butyl (4-aminomethyl-benzyl)-carbamate;4-(N-tert-butoxycarbonylaminomethyl)benzylamine;4-(tert-butyloxycarbonylaminomethyl)benzylamine;EN300-111677;1-(-N-Boc-aminomethyl)-4-(aminomethyl)benzene;4-(tert-Butoxycarbonylaminomethyl)benzenemethanamine;J-002150;1-(N-BOC-aminomethyl)-4-(aminomethyl)benzene, 95%;1,1-dimethylethyl {[4-(aminomethyl)phenyl]methyl}carbamate

Chemical Property of 1-(N-Boc-aminomethyl)-4-(aminomethyl)benzene

Chemical Property:

• Vapor Pressure: 4.01E-06mmHg at 25°C
• Melting Point: 64-68 °C(lit.)
• Refractive Index: n20/D 1.523(lit.)
• Boiling Point: 384.7 °C at 760 mmHg
• PKA: 12.29±0.46(Predicted)
• Flash Point: 186.46 °C
• PSA: 64.35000
• Density: 1.071 g/cm³
• LogP: 3.26120
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 236.152477885
• Heavy Atom Count: 17
• Complexity: 240

Purity/Quality:

99% ^*data from raw suppliers

1-(N-Boc-Aminomethyl)-4-(aminomethyl)benzene ^*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)CN
• Uses: 1-(N-Boc-aminomethyl)-4-(aminomethyl)benzene may be used for the synthesis of: oligomeric thioureas bipyrrole-based[2]catenanemodel receptors for dicarboxylates and monosaccharides

Technology Process of 1-(N-Boc-aminomethyl)-4-(aminomethyl)benzene

There total 12 articles about 1-(N-Boc-aminomethyl)-4-(aminomethyl)benzene 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: 83.0%

di-tert-butyl dicarbonate (24424-99-5) + p-xylylidenediamine (539-48-0) → tert-butyl 4-(aminomethyl)benzylcarbamate (108468-00-4)

Guidance literature:

In dichloromethane; at 20 ℃;

DOI:10.1039/b809040h

Reference yield: 55.0%

tert-butyl N-[(4-cyanophenyl)methyl]carbamate (66389-80-8) → tert-butyl 4-(aminomethyl)benzylcarbamate (108468-00-4)

Guidance literature:

tert-butyl N-[(4-cyanophenyl)methyl]carbamate; With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃; for 49h; Inert atmosphere;

With water; sodium hydroxide; at 0 ℃; for 0.25h; Inert atmosphere;

DOI:10.1021/jm301127x

Reference yield: 42.0%

di-tert-butyl dicarbonate (24424-99-5) + p-xylylidenediamine (539-48-0) → N,N'-di-Boc-p-xylylenediamine (20580-52-3) + tert-butyl 4-(aminomethyl)benzylcarbamate (108468-00-4)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; water; at 20 ℃; Cooling with ice;

DOI:10.1016/j.bmc.2011.03.045

upstream raw materials:

di-tert-butyl dicarbonate

p-xylylidenediamine

tert-butyl N-[(4-cyanophenyl)methyl]carbamate

4-aminobenzyl cyanide

Downstream raw materials:

1,1-dimethylethyl N-(4-(isothiocyanatomethyl)phenylmethyl)carbamate

N-[(p-carboxyphenyl)methyl]-N'-[(p-(N-t-BOC-aminomethyl)phenyl)methyl]-1,4,5,8-naphthalenetetracarboxylic diimide

tert-Butyl (4-{[(4-ethoxybenzoyl)amino]methyl}benzyl)carbamate

tert-Butyl (4-{[(4-phenoxybenzoyl)amino]methyl}benzyl)carbamate

Refernces

• 1、 Mok, N. Yi,Chadwick, James,Kellett, Katherine A. B.,Casas-Arce, Eva,Hooper, Nigel M.,Johnson, A. Peter,Fishwick, Colin W. G.. "Discovery of biphenylacetamide-derived inhibitors of BACE1 using de novo structure-based molecular design". supporting information. p. 1843 - 1852. Retrieved 2013/05/08.
• 2、 Keller, Max,Erdmann, Daniela,Pop, Nathalie,Pluym, Nikola,Teng, Shangjun,Bernhardt, Günther,Buschauer, Armin. "Red-fluorescent argininamide-type NPY Y1 receptor antagonists as pharmacological tools". experimental part. p. 2859 - 2878. Retrieved 2011/06/22.