benzyl N-(benzenesulfonyl)carbamate

Base Information

• Chemical Name: benzyl N-(benzenesulfonyl)carbamate
• CAS No.: 7501-65-7
• Molecular Formula: C14H13NO4S
• Molecular Weight: 291.3223
• NSC Number: 55356
• DSSTox Substance ID: DTXSID00288346
• Nikkaji Number: J3.445.118D
• Wikidata: Q82024710
• Mol file: 7501-65-7.mol

Synonyms:benzyl N-(benzenesulfonyl)carbamate;7148-31-4;NSC55356;Oprea1_212863;7501-65-7;SCHEMBL11862063;DTXSID00288346;NSC-55356

Chemical Property of benzyl N-(benzenesulfonyl)carbamate

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 80.85000
• Density: 1.319g/cm³
• LogP: 3.77340
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 291.05652907
• Heavy Atom Count: 20
• Complexity: 403

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)NS(=O)(=O)C2=CC=CC=C2

Technology Process of benzyl N-(benzenesulfonyl)carbamate

There total 4 articles about benzyl N-(benzenesulfonyl)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: 28.0%

phenyllithium (591-51-5) + N-[[[(benzyloxy)carbonyl]azanide]sulfonyl]-N,N-diethylethylammonium (439585-11-2) → benzyl(phenylsulfonyl)carbamate (7501-65-7)

Guidance literature:

In tetrahydrofuran; at 0 ℃; Inert atmosphere;

DOI:10.1021/acs.joc.5b01287

Reference yield:

benzenesulfonamide (98-10-2) + benzyl chloroformate (501-53-1,94274-21-2) → benzyl(phenylsulfonyl)carbamate (7501-65-7)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; Cooling with ice; Inert atmosphere;

DOI:10.1016/j.tet.2014.10.024

Reference yield:

benzenesulfonyl chloride (98-09-9) → benzyl(phenylsulfonyl)carbamate (7501-65-7)

Guidance literature:

Multi-step reaction with 2 steps

1: ammonia / water / 20 °C

2: triethylamine / dichloromethane / 20 °C / Cooling with ice; Inert atmosphere

With ammonia; triethylamine; In dichloromethane; water;

DOI:10.1016/j.tet.2014.10.024

upstream raw materials:

phenyllithium

N-[[[(benzyloxy)carbonyl]azanide]sulfonyl]-N,N-diethylethylammonium

benzenesulfonamide

benzyl chloroformate