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

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Chemical Name:(S,E)-tert-butyl 2-(N-(4-bromo-3-methylbut-2-enyl)-4-methylphenylsulfonamido)-4-oxobutanoate
CAS No.:1508298-50-7
Molecular Formula:C₂₀H₂₈BrNO₅S
Molecular Weight:474.416
Hs Code.:

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

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

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

There total 7 articles about (S,E)-tert-butyl 2-(N-(4-bromo-3-methylbut-2-enyl)-4-methylphenylsulfonamido)-4-oxobutanoate 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: 74.0%

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

: 1508298-50-7
(S,E)-tert-butyl 2-(N-(4-bromo-3-methylbut-2-enyl)-4-methylphenylsulfonamido)-4-oxobutanoate

Guidance literature:: With pyridinium p-toluenesulfonate; In water; acetone; at 60 ℃; for 27h; Inert atmosphere;
DOI:10.1021/ol4028557

Reference yield:

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

: 1508298-50-7
(S,E)-tert-butyl 2-(N-(4-bromo-3-methylbut-2-enyl)-4-methylphenylsulfonamido)-4-oxobutanoate

Guidance literature:: Multi-step reaction with 4 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

4.1: pyridinium p-toluenesulfonate / water; acetone / 27 h / 60 °C / Inert atmosphere

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

Reference yield:

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

: 1508298-50-7
(S,E)-tert-butyl 2-(N-(4-bromo-3-methylbut-2-enyl)-4-methylphenylsulfonamido)-4-oxobutanoate

Guidance literature:: Multi-step reaction with 6 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

6.1: pyridinium p-toluenesulfonate / water; acetone / 27 h / 60 °C / Inert atmosphere

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