(4R,2Z)-2-bromo-5,5-dimethyl-4-[N-(2,4,6-trimethylphenylsulfonyl)amino]hex-2-enyl methylsulfonate

Base Information

Chemical Name:(4R,2Z)-2-bromo-5,5-dimethyl-4-[N-(2,4,6-trimethylphenylsulfonyl)amino]hex-2-enyl methylsulfonate
CAS No.:736948-24-6
Molecular Formula:C₁₈H₂₈BrNO₅S₂
Molecular Weight:482.46
Hs Code.:

Synonyms:(4R,2Z)-2-bromo-5,5-dimethyl-4-[N-(2,4,6-trimethylphenylsulfonyl)amino]hex-2-enyl methylsulfonate

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Chemical Property of (4R,2Z)-2-bromo-5,5-dimethyl-4-[N-(2,4,6-trimethylphenylsulfonyl)amino]hex-2-enyl methylsulfonate

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Technology Process of (4R,2Z)-2-bromo-5,5-dimethyl-4-[N-(2,4,6-trimethylphenylsulfonyl)amino]hex-2-enyl methylsulfonate

There total 6 articles about (4R,2Z)-2-bromo-5,5-dimethyl-4-[N-(2,4,6-trimethylphenylsulfonyl)amino]hex-2-enyl methylsulfonate 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: 95.0%

: 124-63-0
methanesulfonyl chloride

: 736948-18-8
(4R,2Z)-2-bromo-5,5-dimethyl-4-[N-(2,4,6-trimethylphenylsulfonyl)amino]hex-2-en-1-ol

: 736948-24-6
(4R,2Z)-2-bromo-5,5-dimethyl-4-[N-(2,4,6-trimethylphenylsulfonyl)amino]hex-2-enyl methylsulfonate

Guidance literature:: With triethylamine; In tetrahydrofuran; at -78 - 0 ℃; for 4h;
DOI:10.1021/jo049663f

Reference yield:

: 773-64-8
2-mesitylenesulphonyl chloride

: 736948-24-6
(4R,2Z)-2-bromo-5,5-dimethyl-4-[N-(2,4,6-trimethylphenylsulfonyl)amino]hex-2-enyl methylsulfonate

Guidance literature:: Multi-step reaction with 3 steps

1: 1.81 g / Et₃N / CHCl₃ / 0.5 h / 0 °C

2: 89 percent / DIBAL-H / CH₂Cl₂; hexane / 3 h / -78 °C

3: 95 percent / Et₃N / tetrahydrofuran / 4 h / -78 - 0 °C

With diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; hexane; dichloromethane; chloroform;
DOI:10.1021/jo049663f

Reference yield:

: 153645-26-2,545433-63-4
N-Boc-L-tert-leucinol

: 736948-24-6
(4R,2Z)-2-bromo-5,5-dimethyl-4-[N-(2,4,6-trimethylphenylsulfonyl)amino]hex-2-enyl methylsulfonate

Guidance literature:: Multi-step reaction with 5 steps

1: 74 percent / CHCl₃ / 16 h / 20 °C

2: trifluoroacetic acid / CHCl₃ / 1.5 h / 0 °C

3: 1.81 g / Et₃N / CHCl₃ / 0.5 h / 0 °C

4: 89 percent / DIBAL-H / CH₂Cl₂; hexane / 3 h / -78 °C

5: 95 percent / Et₃N / tetrahydrofuran / 4 h / -78 - 0 °C

With diisobutylaluminium hydride; triethylamine; trifluoroacetic acid; In tetrahydrofuran; hexane; dichloromethane; chloroform;
DOI:10.1021/jo049663f