tert-butyl ((2S,3R)-1-(3-bromo-N-methylbenzenesulfonamido)-3-(tert-butoxy)-1-oxobutan-2-yl)carbamate

Base Information

Chemical Name:tert-butyl ((2S,3R)-1-(3-bromo-N-methylbenzenesulfonamido)-3-(tert-butoxy)-1-oxobutan-2-yl)carbamate
CAS No.:1422970-13-5
Molecular Formula:C₂₀H₃₁BrN₂O₆S
Molecular Weight:507.446
Hs Code.:

Synonyms:tert-butyl ((2S,3R)-1-(3-bromo-N-methylbenzenesulfonamido)-3-(tert-butoxy)-1-oxobutan-2-yl)carbamate

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Chemical Property of tert-butyl ((2S,3R)-1-(3-bromo-N-methylbenzenesulfonamido)-3-(tert-butoxy)-1-oxobutan-2-yl)carbamate

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Technology Process of tert-butyl ((2S,3R)-1-(3-bromo-N-methylbenzenesulfonamido)-3-(tert-butoxy)-1-oxobutan-2-yl)carbamate

There total 3 articles about tert-butyl ((2S,3R)-1-(3-bromo-N-methylbenzenesulfonamido)-3-(tert-butoxy)-1-oxobutan-2-yl)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: 54.3%

: 1422970-01-1
tert-butyl ((2S,3R)-1-((3-bromophenyl)sulfonamido)-3-(tert-butoxy)-1-oxobutan-2-yl)carbamate

: 74-88-4
methyl iodide

: 1422970-13-5
tert-butyl ((2S,3R)-1-(3-bromo-N-methylbenzenesulfonamido)-3-(tert-butoxy)-1-oxobutan-2-yl)carbamate

Guidance literature:: With caesium carbonate; In water; N,N-dimethyl-formamide; at 65 ℃; for 12h; Inert atmosphere; Sonication;
DOI:10.1021/jm301756m

Reference yield:

: 13734-40-2
(2S,3R)-3-tert-butoxy-2-tert-butoxycarbonylaminobutyric acid

: 1422970-13-5
tert-butyl ((2S,3R)-1-(3-bromo-N-methylbenzenesulfonamido)-3-(tert-butoxy)-1-oxobutan-2-yl)carbamate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 0.5 h / 20 °C

1.2: 2 h

2.1: caesium carbonate / water; N,N-dimethyl-formamide / 12 h / 65 °C / Inert atmosphere; Sonication

With caesium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jm301756m

Reference yield:

: 89599-01-9
3-bromobenzenesulfonamide

: 1422970-13-5
tert-butyl ((2S,3R)-1-(3-bromo-N-methylbenzenesulfonamido)-3-(tert-butoxy)-1-oxobutan-2-yl)carbamate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 0.5 h / 20 °C

1.2: 2 h

2.1: caesium carbonate / water; N,N-dimethyl-formamide / 12 h / 65 °C / Inert atmosphere; Sonication

With caesium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jm301756m