(S,E)-tert-butyl 2-(N-(4-bromo-3-methylbut-2-enyl)-4-methylphenylsulfonamido)-4,4-dimethoxybutanoate

Base Information

Chemical Name:(S,E)-tert-butyl 2-(N-(4-bromo-3-methylbut-2-enyl)-4-methylphenylsulfonamido)-4,4-dimethoxybutanoate
CAS No.:1508298-42-7
Molecular Formula:C₂₂H₃₄BrNO₆S
Molecular Weight:520.485
Hs Code.:

Synonyms:(S,E)-tert-butyl 2-(N-(4-bromo-3-methylbut-2-enyl)-4-methylphenylsulfonamido)-4,4-dimethoxybutanoate

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Chemical Property of (S,E)-tert-butyl 2-(N-(4-bromo-3-methylbut-2-enyl)-4-methylphenylsulfonamido)-4,4-dimethoxybutanoate

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Technology Process of (S,E)-tert-butyl 2-(N-(4-bromo-3-methylbut-2-enyl)-4-methylphenylsulfonamido)-4,4-dimethoxybutanoate

There total 6 articles about (S,E)-tert-butyl 2-(N-(4-bromo-3-methylbut-2-enyl)-4-methylphenylsulfonamido)-4,4-dimethoxybutanoate 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: 89.0%

: 1508298-49-4
(S,E)-tert-butyl 2-(N-(4-chloro-3-methylbut-2-enyl)-4-methylphenylsulfonamido)-4,4-dimethoxybutanoate

: 1508298-42-7
(S,E)-tert-butyl 2-(N-(4-bromo-3-methylbut-2-enyl)-4-methylphenylsulfonamido)-4,4-dimethoxybutanoate

Guidance literature:: With lithium bromide; In acetone; at 20 ℃; for 168h; Inert atmosphere;
DOI:10.1021/ol4028557

Reference yield:

: 163210-82-0,199588-89-1
(S)-2-allylglycine tert-butyl ester

: 1508298-42-7
(S,E)-tert-butyl 2-(N-(4-bromo-3-methylbut-2-enyl)-4-methylphenylsulfonamido)-4,4-dimethoxybutanoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: triethylamine; dmap / dichloromethane / 1.5 h / 20 °C / Inert atmosphere

2.1: ozone / dichloromethane; methanol / 0.5 h / -78 °C

2.2: 18 h / -78 - 20 °C

3.1: cerium(III) chloride heptahydrate / methanol / 168 h / 20 °C / Inert atmosphere

4.1: sodium hydride / dimethyl sulfoxide / 0.25 h / 20 °C / Inert atmosphere

4.2: 3 h / 20 °C / Inert atmosphere

5.1: lithium bromide / acetone / 168 h / 20 °C / Inert atmosphere

With dmap; cerium(III) chloride heptahydrate; sodium hydride; ozone; triethylamine; lithium bromide; In methanol; dichloromethane; dimethyl sulfoxide; acetone;
DOI:10.1021/ol4028557

Reference yield:

: 1508298-39-2
(S)-tert-butyl 2-(4-methylphenylsulfonamido)-4-oxobutanoate

: 1508298-42-7
(S,E)-tert-butyl 2-(N-(4-bromo-3-methylbut-2-enyl)-4-methylphenylsulfonamido)-4,4-dimethoxybutanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: cerium(III) chloride heptahydrate / methanol / 168 h / 20 °C / Inert atmosphere

2.1: sodium hydride / dimethyl sulfoxide / 0.25 h / 20 °C / Inert atmosphere

2.2: 3 h / 20 °C / Inert atmosphere

3.1: lithium bromide / acetone / 168 h / 20 °C / Inert atmosphere

With cerium(III) chloride heptahydrate; sodium hydride; lithium bromide; In methanol; dimethyl sulfoxide; acetone;
DOI:10.1021/ol4028557