(S)-N-{(3S,4R)-4-(1-bromovinyl)-1-tosylpyrrolidin-3-yl}-2-methylpropane-2-sulfinamide

Base Information

Chemical Name:(S)-N-{(3S,4R)-4-(1-bromovinyl)-1-tosylpyrrolidin-3-yl}-2-methylpropane-2-sulfinamide
CAS No.:1541176-83-3
Molecular Formula:C₁₇H₂₅BrN₂O₃S₂
Molecular Weight:449.433
Hs Code.:

Synonyms:(S)-N-{(3S,4R)-4-(1-bromovinyl)-1-tosylpyrrolidin-3-yl}-2-methylpropane-2-sulfinamide

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Chemical Property of (S)-N-{(3S,4R)-4-(1-bromovinyl)-1-tosylpyrrolidin-3-yl}-2-methylpropane-2-sulfinamide

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Technology Process of (S)-N-{(3S,4R)-4-(1-bromovinyl)-1-tosylpyrrolidin-3-yl}-2-methylpropane-2-sulfinamide

There total 3 articles about (S)-N-{(3S,4R)-4-(1-bromovinyl)-1-tosylpyrrolidin-3-yl}-2-methylpropane-2-sulfinamide 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: 44.0%

: 1541176-80-0
(+)-(S)-2-methyl-N-[(3S,4R)-1-tosyl-4-{1-(trimethylstannyl)vinyl}pyrrolidin-3-yl]propane-2-sulfinamide

: 1541176-83-3
(S)-N-{(3S,4R)-4-(1-bromovinyl)-1-tosylpyrrolidin-3-yl}-2-methylpropane-2-sulfinamide

Guidance literature:: With bromine; In dichloromethane; at -78 ℃; for 1h;
DOI:10.1021/jo4025072

Reference yield:

: 1353342-73-0
(+)-(S)-N-(buta-2,3-dienyl)-N-{2-(tert-butylsulfinylimino)ethyl}-4-methylbenzenesulfonamide

: 1541176-83-3
(S)-N-{(3S,4R)-4-(1-bromovinyl)-1-tosylpyrrolidin-3-yl}-2-methylpropane-2-sulfinamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: bis(η3-allyl-μ-chloropalladium(II)) / toluene / 2 h / -40 °C

1.2: 2 h / -78 °C

2.1: bromine / dichloromethane / 1 h / -78 °C

With bis(η3-allyl-μ-chloropalladium(II)); bromine; In dichloromethane; toluene;
DOI:10.1021/jo4025072

Reference yield:

: 420132-18-9
N-(buta-2,3-dien-1-yl)-4-methyl-N-(2-oxoethyl)benzenesulfonamide

: 1541176-83-3
(S)-N-{(3S,4R)-4-(1-bromovinyl)-1-tosylpyrrolidin-3-yl}-2-methylpropane-2-sulfinamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: diethylene glycol dimethyl ether; titanium(IV) tetraethanolate / tetrahydrofuran / Inert atmosphere; Reflux

2.1: bis(η3-allyl-μ-chloropalladium(II)) / toluene / 2 h / -40 °C

2.2: 2 h / -78 °C

3.1: bromine / dichloromethane / 1 h / -78 °C

With titanium(IV) tetraethanolate; bis(η3-allyl-μ-chloropalladium(II)); diethylene glycol dimethyl ether; bromine; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/jo4025072