tert-Butyl benzoyl(phenyl)carbamate

Base Information

• Chemical Name: tert-Butyl benzoyl(phenyl)carbamate
• CAS No.: 101137-69-3
• Molecular Formula: C18H19NO3
• Molecular Weight: 297.354
• DSSTox Substance ID: DTXSID20541622
• Nikkaji Number: J3.406.961A
• Wikidata: Q82418013
• Mol file: 101137-69-3.mol

Synonyms:101137-69-3;tert-Butyl benzoyl(phenyl)carbamate;N-boc-N-phenylbenzamide;SCHEMBL25984799;DTXSID20541622;1,1-Dimethylethyl N-benzoyl-N-phenylcarbamate

Chemical Property of tert-Butyl benzoyl(phenyl)carbamate

Chemical Property:

• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 297.13649347
• Heavy Atom Count: 22
• Complexity: 388

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N(C1=CC=CC=C1)C(=O)C2=CC=CC=C2

Technology Process of tert-Butyl benzoyl(phenyl)carbamate

There total 4 articles about tert-Butyl benzoyl(phenyl)carbamate 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: 99.0%

N-phenyl benzoyl amide (93-98-1,5705-51-1) + di-tert-butyl dicarbonate (24424-99-5) → tert-butyl benzoyl(phenyl)carbamate (101137-69-3)

Guidance literature:

With dmap; In neat (no solvent); for 4h; Milling;

DOI:10.1016/j.tetlet.2020.152140

Reference yield: 91.0%

di-tert-butyl dicarbonate (24424-99-5) + aniline (62-53-3) + benzoic acid (65-85-0,8013-63-6) → tert-butyl benzoyl(phenyl)carbamate (101137-69-3)

Guidance literature:

aniline; benzoic acid; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In N,N-dimethyl-formamide; at 20 ℃;

di-tert-butyl dicarbonate; With dmap; In acetonitrile; at 20 ℃; for 15h;

DOI:10.1002/chem.201800336

Reference yield: 73.0%

tert-butyl phenylcarbamate (3422-01-3) + benzoyl chloride (98-88-4) → tert-butyl benzoyl(phenyl)carbamate (101137-69-3)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 0 - 20 ℃; for 12h; Inert atmosphere;

DOI:10.1021/acs.joc.0c02157

upstream raw materials:

N-phenyl benzoyl amide

di-tert-butyl dicarbonate

aniline

benzoic acid

Downstream raw materials:

benzophenone

5,5-dimethyl-2-phenyl-1,3,2-dioxaborinane

N-butylbenzamide

N-dodecylbenzamide