(4S,2E)-2-bromo-5-methyl-4-[N-(2,4,6-trimethylphenylsulfonyl)amino]hex-2-en-1-yl methyl-sulfonate

Base Information

Chemical Name:(4S,2E)-2-bromo-5-methyl-4-[N-(2,4,6-trimethylphenylsulfonyl)amino]hex-2-en-1-yl methyl-sulfonate
CAS No.:293299-48-6
Molecular Formula:C₁₇H₂₆BrNO₅S₂
Molecular Weight:468.433
Hs Code.:

Synonyms:(4S,2E)-2-bromo-5-methyl-4-[N-(2,4,6-trimethylphenylsulfonyl)amino]hex-2-en-1-yl methyl-sulfonate

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Chemical Property of (4S,2E)-2-bromo-5-methyl-4-[N-(2,4,6-trimethylphenylsulfonyl)amino]hex-2-en-1-yl methyl-sulfonate

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Technology Process of (4S,2E)-2-bromo-5-methyl-4-[N-(2,4,6-trimethylphenylsulfonyl)amino]hex-2-en-1-yl methyl-sulfonate

There total 2 articles about (4S,2E)-2-bromo-5-methyl-4-[N-(2,4,6-trimethylphenylsulfonyl)amino]hex-2-en-1-yl methyl-sulfonate 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: 90.0%

: (4S,2E)-2-bromo-5-methyl-4-[N-(2,4,6-trimethylphenylsulfonyl)amino]hex-2-en-1-ol

: 124-63-0
methanesulfonyl chloride

: 293299-48-6
(4S,2E)-2-bromo-5-methyl-4-[N-(2,4,6-trimethylphenylsulfonyl)amino]hex-2-en-1-yl methyl-sulfonate

Guidance literature:: With triethylamine; In tetrahydrofuran; at -78 - 0 ℃; for 0.5h;
DOI:10.1021/jo016320y

Reference yield:

: 253675-93-3
Methyl (4S,2E)-2-bromo-5-methyl-4-[N-(2,4,6-trimethylphenylsulfonyl)amino]hex-2-enoate

: 293299-48-6
(4S,2E)-2-bromo-5-methyl-4-[N-(2,4,6-trimethylphenylsulfonyl)amino]hex-2-en-1-yl methyl-sulfonate

Guidance literature:: Multi-step reaction with 2 steps

1: 57 percent / DIBAL / CHCl₃; toluene / 2 h / -78 °C

2: 90 percent / Et₃N / tetrahydrofuran / 0.5 h / -78 - 0 °C

With diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; chloroform; toluene;
DOI:10.1021/jo016320y

Reference yield: 86.0%

: 293299-48-6
(4S,2E)-2-bromo-5-methyl-4-[N-(2,4,6-trimethylphenylsulfonyl)amino]hex-2-en-1-yl methyl-sulfonate

: 220765-22-0
(4S)-5-methyl-4-[N-(2,4,6-trimethylbenzenesulfonyl)amino]-1,2-hexadiene

Guidance literature:: With diethylzinc; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 20 ℃; for 1h;
DOI:10.1016/S0040-4039(00)00790-5