tert-butyl N-(2-bromobenzenesulfonyl)-N-acetyloxy-carbamate

Base Information

• Chemical Name: tert-butyl N-(2-bromobenzenesulfonyl)-N-acetyloxy-carbamate
• CAS No.: 1310366-15-4
• Molecular Formula: C₁₃H₁₆BrNO₆S
• Molecular Weight: 394.243
• Mol file: 1310366-15-4.mol

Synonyms:tert-butyl N-(2-bromobenzenesulfonyl)-N-acetyloxy-carbamate

Chemical Property of tert-butyl N-(2-bromobenzenesulfonyl)-N-acetyloxy-carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl N-(2-bromobenzenesulfonyl)-N-acetyloxy-carbamate

There total 2 articles about tert-butyl N-(2-bromobenzenesulfonyl)-N-acetyloxy-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: 60.0%

(acetyloxy)carbamic acid 1,1-dimethyl ethyl ester (99768-83-9) + o-bromobenzenesulfonyl chloride (2905-25-1) → tert-butyl N-(2-bromobenzenesulfonyl)-N-acetyloxy-carbamate (1310366-15-4)

Guidance literature:

(acetyloxy)carbamic acid 1,1-dimethyl ethyl ester; With sodium hydride; In tetrahydrofuran; mineral oil; for 0.5h;

o-bromobenzenesulfonyl chloride; In tetrahydrofuran; mineral oil; at 20 ℃; for 3h; Product distribution / selectivity;

Reference yield:

tert-Butyl N-hydroxycarbamate (36016-38-3) → tert-butyl N-(2-bromobenzenesulfonyl)-N-acetyloxy-carbamate (1310366-15-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine / diethyl ether

2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h

2.2: 3 h / 20 °C

With sodium hydride; triethylamine; In tetrahydrofuran; diethyl ether; mineral oil;

Reference yield:

tert-butyl N-(2-bromobenzenesulfonyl)-N-acetyloxy-carbamate (1310366-15-4) → bromobenzene-2-sulfonic acid (576-92-1)

Guidance literature:

Multi-step reaction with 3 steps

1: trifluoroacetic acid / 0.08 h

2: triethylamine / dichloromethane

3: water / tetrahydrofuran / 37 °C / pH 7.4 / aq. phosphate buffer

With water; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ol203016c

upstream raw materials:

(acetyloxy)carbamic acid 1,1-dimethyl ethyl ester

o-bromobenzenesulfonyl chloride

tert-Butyl N-hydroxycarbamate

Downstream raw materials:

N-(2-bromobenzenesulfonyl)-N-acetyloxy-acetamide

N-(2-bromobenzenesulfonyl)-N-acetyloxy-2,2-dimethylacetamide

N-(2-bromobenzenesulfonyl)-N-acetyloxy-2,2,2-trimethylacetamide

N',N'-dimethyl-N-2-bromo-benzenesulfonyl-N-acetoxy-carbamide