Tert-butyl benzylcarbamate

Base Information

• Chemical Name: Tert-butyl benzylcarbamate
• CAS No.: 42116-44-9
• Molecular Formula: C12H17NO2
• Molecular Weight: 207.272
• Hs Code.: 2924299090
• European Community (EC) Number: 889-349-5
• ChEMBL ID: CHEMBL4994931
• DSSTox Substance ID: DTXSID50404918
• Nikkaji Number: J514.365I
• Wikidata: Q82209268
• Mol file: 42116-44-9.mol

Synonyms:tert-butyl benzylcarbamate;42116-44-9;N-Boc benzylamine;tert-butyl N-benzylcarbamate;MFCD05148681;boc-benzylamine;N-Bocbenzylamine;N-boc-benzylamine;Carbamic acid, (phenylmethyl)-, 1,1-dimethylethyl ester;t-butyl benzylcarbamate;SCHEMBL3838871;CHEMBL4994931;DTXSID50404918;Carbamic acid, (phenylmethyl)-, 1,1-dimethylethyl ester (9CI);1,1-Dimethylethyl N-benzylcarbamate;Benzylcarbamic acid tert-butyl ester;AKOS000499928;N-Benzylcarbamic acid tert-butyl ester;N-tert-Butoxycarbonylbenzenemethanamine;SB77805;AS-30270;SY335353;CS-0187579;FT-0739968;(Phenylmethyl)carbamic acid 1,1-dimethylethyl ester

Chemical Property of Tert-butyl benzylcarbamate

Chemical Property:

• PSA: 41.82000
• LogP: 2.91570
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 207.125928785
• Heavy Atom Count: 15
• Complexity: 202

Purity/Quality:

99% ^*data from raw suppliers

N-Bocbenzylamine 95+% ^*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=CC=C1

Technology Process of Tert-butyl benzylcarbamate

There total 130 articles about Tert-butyl benzylcarbamate 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) + benzylamine (100-46-9) → N-tert-butoxycarbonylbenzylamine (42116-44-9)

Guidance literature:

With indium(III) bromide; at 30 - 35 ℃; for 0.0333333h;

DOI:10.1055/s-2006-942492

Reference yield: 100.0%

benzaldehyde N-boc imine (150884-50-7) → N-tert-butoxycarbonylbenzylamine (42116-44-9)

Guidance literature:

With Schwartz's reagent; In dichloromethane; at 20 ℃; for 0.333333h; chemoselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1002/ejoc.201901607

Reference yield: 99.0%

N,N-bis(tert-butoxycarbonyl)benzylamine (109774-57-4) → N-tert-butoxycarbonylbenzylamine (42116-44-9)

Guidance literature:

With magnesium(II) perchlorate; In acetonitrile; at 50 ℃; for 3h;

DOI:10.1016/S0040-4039(00)61498-3

upstream raw materials:

N-(tert-butyloxycarbonyl) azide

benzylamine

Benzeneacetamide

tert-butyl alcohol

Downstream raw materials:

2-(tert-butoxycarbonylamino)-2-phenylacetic acid

tert-butyl benzoylimidocarboxylate

(+/-)-1,1-dimethylethyl amino>methanoate

(+/-)-1,1-dimethylethyl amino>methanoate

Refernces

• 1、 Pise, Ashok S.,Ingale, Ajit P.,Dalvi, Navnath R.. "Ultrasound promoted environmentally benign, highly efficient, and chemoselective N-tert-butyloxycarbonylation of amines by reusable sulfated polyborate". supporting information. p. 3768 - 3780. Retrieved 2021/10/26.
• 2、 Ingale, Ajit P.,Garad, Dnyaneshwar N.,Ukale, Dattatraya,Thorat, Nitin M.,Shinde, Sandeep V.. "Thiamine hydrochloride as a recyclable organocatalyst for the efficient and chemoselective N-tert-butyloxycarbonylation of amines". supporting information. p. 3791 - 3804. Retrieved 2021/11/04.