Tert-butyl 4-cyanobenzylcarbamate

Base Information

• Chemical Name: Tert-butyl 4-cyanobenzylcarbamate
• CAS No.: 66389-80-8
• Molecular Formula: C13H16 N2 O2
• Molecular Weight: 232.282
• European Community (EC) Number: 801-137-6
• DSSTox Substance ID: DTXSID90445082
• Nikkaji Number: J2.588.544I
• Mol file: 66389-80-8.mol

Synonyms:66389-80-8;TERT-BUTYL 4-CYANOBENZYLCARBAMATE;4-BOC-AMINOMETHYL-BENZONITRILE;4-(Boc-aminomethyl)benzonitrile;Tert-butyl N-[(4-cyanophenyl)methyl]carbamate;MFCD08436197;Carbamic acid, [(4-cyanophenyl)methyl]-, 1,1-dimethylethyl ester;N-Boc-4-cyanobenzylamine;SCHEMBL3274015;DTXSID90445082;NCGBJBDHEYDWEC-UHFFFAOYSA-N;tert-butyl(4-cyanobenzyl)carbamate;tert-butyl (4-cyanobenzyl)carbamate;AKOS011551719;AS-35443;SY034774;CS-0068032;(4-Cyanobenzyl)carbamic acid tert-butyl ester;EN300-110005;(4-Cyano-benzyl)-carbamic acid tert-butyl ester;A867470;Z970097032;Carbamic acid,N-[(4-cyanophenyl)methyl]-,1,1-dimethylethyl ester

Chemical Property of Tert-butyl 4-cyanobenzylcarbamate

Chemical Property:

• Melting Point: 90-92 °C
• Boiling Point: 392.9 °C at 760 mmHg
• PKA: 11.91±0.46(Predicted)
• Flash Point: 191.4 °C
• PSA: 62.12000
• Density: 1.1 g/cm³
• LogP: 2.97388
• Storage Temp.: 2-8°C
• Water Solubility.: at 25 deg C (mg/L): 102.1
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 232.121177757
• Heavy Atom Count: 17
• Complexity: 303

Purity/Quality:

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

tert-Butyl4-cyanobenzylcarbamate 97% ^*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=CC=C(C=C1)C#N

Technology Process of Tert-butyl 4-cyanobenzylcarbamate

There total 23 articles about Tert-butyl 4-cyanobenzylcarbamate 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-cyanobenzylamine hydrochloride (15996-76-6) → tert-butyl N-[(4-cyanophenyl)methyl]carbamate (66389-80-8)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1002/anie.201200923

Reference yield: 97.0%

di-tert-butyl dicarbonate (24424-99-5) → tert-butyl N-[(4-cyanophenyl)methyl]carbamate (66389-80-8)

Guidance literature:

4-cyanobenzylamine hydrochloride; With sodium hydroxide; In water; at 25 - 28 ℃; pH=> 12;

di-tert-butyl dicarbonate; In methanol; water; at 25 - 30 ℃;

Reference yield: 95.0%

di-tert-butyl dicarbonate (24424-99-5) + 4-aminobenzyl cyanide (10406-25-4) → tert-butyl N-[(4-cyanophenyl)methyl]carbamate (66389-80-8)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 16h; Inert atmosphere;

DOI:10.1021/jm301127x

upstream raw materials:

N-tert.-Butoxycarbonyl-N-methoxycarbonyl-p-cyanobenzylamin

methyl tert-butyl iminodicarboxylate potassium salt

4-cyanobenzyl bromide

tert-butyl ((tert-butoxycarbonyl)(4-cyanobenzyl)amino)-methanoate

Downstream raw materials:

N-Boc-4-aminomethyl-N-hydroxy-benzamidine

4-(aminomethyl)benzenecarboximidamide

tert-butyl 4-(aminomethyl)benzylcarbamate

tert-butyl N-{[4-(6-methyl-1,2,4,5-tetrazin-3-yl)phenyl]methyl}carbamate

Refernces

• 1、 -. "MASP-2 INHIBITORS AND METHODS OF USE". Paragraph 0335; 0340. . Retrieved 2021/06/11.
• 2、 Dai, Peiling,Huang, Wei,Liu, Shujuan,Song, Linna,Wang, Ling,Wang, Yun,Wu, Qi,Zhang, Kenneth Yin,Zhao, Qiang,Zhu, Hengyu. "Bioorthogonal "labeling after Recognition" Affording an FRET-Based Luminescent Probe for Detecting and Imaging Caspase-3 via Photoluminescence Lifetime Imaging". supporting information. p. 1057 - 1064. Retrieved 2020/02/20.