Benzyl benzylcarbamate

Base Information

• Chemical Name: Benzyl benzylcarbamate
• CAS No.: 39896-97-4
• Molecular Formula: C15H15 N O2
• Molecular Weight: 241.29
• ChEMBL ID: CHEMBL2259790
• DSSTox Substance ID: DTXSID60406862
• Nikkaji Number: J733.084G
• Wikidata: Q82211983
• Mol file: 39896-97-4.mol

Synonyms:benzyl benzylcarbamate;39896-97-4;Benzyl N-benzylcarbamate;(Phenylmethyl)-carbamic acid phenylmethyl ester;benzylbenzylcarbamate;N,O-dibenzylcarbamate;N-benzyloxycarbonylbenzylamine;SCHEMBL1136818;CHEMBL2259790;DTXSID60406862;ILKFHZRKLTWFKR-UHFFFAOYSA-N;MFCD05874755;AM805651;BS-25071;CS-0037098

Chemical Property of Benzyl benzylcarbamate

Chemical Property:

• PSA: 38.33000
• LogP: 3.50390
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 241.110278721
• Heavy Atom Count: 18
• Complexity: 243

Purity/Quality:

98%min ^*data from raw suppliers

BenzylBenzylcarbamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CNC(=O)OCC2=CC=CC=C2

Technology Process of Benzyl benzylcarbamate

There total 73 articles about Benzyl 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: 97.0%

benzyl chloroformate (501-53-1,94274-21-2) + benzylamine (100-46-9) → benzyl-carbamic acid benzyl ester (39896-97-4)

Guidance literature:

In neat (no solvent); at 50 ℃; for 0.0333333h; chemoselective reaction; Microwave irradiation; Green chemistry;

DOI:10.5012/jkcs.2017.61.4.151

Reference yield: 96.0%

carbon dioxide (124-38-9,18923-20-1) + benzyl chloride (100-44-7) + benzylamine (100-46-9) → benzyl-carbamic acid benzyl ester (39896-97-4)

Guidance literature:

carbon dioxide; benzylamine; With tetra-(n-butyl)ammonium iodide; caesium carbonate; In N,N-dimethyl-formamide; at 23 ℃; for 1h;

benzyl chloride; In N,N-dimethyl-formamide; at 23 ℃; for 5h;

DOI:10.1016/S0040-4020(02)00286-7

Reference yield: 96.0%

benzyl isothiocyanate (3173-56-6) + benzyl alcohol (100-51-6,185532-71-2) → benzyl-carbamic acid benzyl ester (39896-97-4)

Guidance literature:

copper(l) chloride; In N,N-dimethyl-formamide; Ambient temperature;

DOI:10.1055/s-1989-27173

upstream raw materials:

benzyl chloroformate

benzylamine

N-benzyloxycarbonylimidazole

tert.-butyl lithium

Downstream raw materials:

Benzyl-(2-hydroxy-4-phenyl-butyl)-carbamic acid benzyl ester

Benzyl-(1-hydroxy-cyclohex-2-enylmethyl)-carbamic acid benzyl ester

Benzyl-(4,4-dimethyl-4,5-dihydro-oxazol-2-ylmethyl)-carbamic acid benzyl ester

Benzyl-(1-hydroxy-cyclohexylmethyl)-carbamic acid benzyl ester

Refernces

• 1、 Keck, Gary E.,McHardy, Stanton F.,Wager, Travis T.. "Reductive cleavage of N - O bonds in hydroxylamine and hydroxamic acid derivatives using Sml2/THF". . p. 7419 - 7422. Retrieved 1995.
• 2、 Ismailani, Uzair S.,Munch, Maxime,Mair, Braeden A.,Rotstein, Benjamin H.. "Interrupted aza-Wittig reactions using iminophosphoranes to synthesize 11C-carbonyls". supporting information. p. 5266 - 5269. Retrieved 2021/06/06.
• 3、 Tran, Van Hieu,Kim, Hee-Kwon. "CaI2-Catalyzed direct transformation of: N -Alloc-, N -Troc-, and N -Cbz-protected amines to asymmetrical ureas". . p. 14093 - 14101. Retrieved 2019/09/18.