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

Base Information

• Chemical Name: (+)-(S)-N-(buta-2,3-dienyl)-N-{2-(tert-butylsulfinylimino)ethyl}-4-methylbenzenesulfonamide
• CAS No.: 1353342-73-0
• Molecular Formula: C₁₇H₂₄N₂O₃S₂
• Molecular Weight: 368.521

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

Chemical Property of (+)-(S)-N-(buta-2,3-dienyl)-N-{2-(tert-butylsulfinylimino)ethyl}-4-methylbenzenesulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of (+)-(S)-N-(buta-2,3-dienyl)-N-{2-(tert-butylsulfinylimino)ethyl}-4-methylbenzenesulfonamide

There total 1 articles about (+)-(S)-N-(buta-2,3-dienyl)-N-{2-(tert-butylsulfinylimino)ethyl}-4-methylbenzenesulfonamide 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: 83.0%

(S)-2-methylpropane-2-sulfinamide (343338-28-3) + N-(buta-2,3-dien-1-yl)-4-methyl-N-(2-oxoethyl)benzenesulfonamide (420132-18-9) → (+)-(S)-N-(buta-2,3-dienyl)-N-{2-(tert-butylsulfinylimino)ethyl}-4-methylbenzenesulfonamide (1353342-73-0)

Guidance literature:

With titanium(IV) tetraethanolate; diethylene glycol dimethyl ether; In tetrahydrofuran; Inert atmosphere; Reflux;

DOI:10.1021/jo4025072

Reference yield: 74.0%

(+)-(S)-N-(buta-2,3-dienyl)-N-{2-(tert-butylsulfinylimino)ethyl}-4-methylbenzenesulfonamide (1353342-73-0) + hexamethyldistannane (661-69-8) → (+)-(S)-2-methyl-N-[(3S,4R)-1-tosyl-4-{1-(trimethylstannyl)vinyl}pyrrolidin-3-yl]propane-2-sulfinamide (1541176-80-0)

Guidance literature:

(+)-(S)-N-(buta-2,3-dienyl)-N-{2-(tert-butylsulfinylimino)ethyl}-4-methylbenzenesulfonamide; hexamethyldistannane; With bis(η3-allyl-μ-chloropalladium(II)); In toluene; at -40 ℃; for 2h;

With bromocatecholborane; In toluene; at -78 ℃; for 2h; diastereoselective reaction;

DOI:10.1021/jo4025072

Reference yield:

(+)-(S)-N-(buta-2,3-dienyl)-N-{2-(tert-butylsulfinylimino)ethyl}-4-methylbenzenesulfonamide (1353342-73-0) + hexamethyldistannane (661-69-8) → C23H42N2O3S2Sn2

Guidance literature:

With bis(η3-allyl-μ-chloropalladium(II)); In dichloromethane; at -40 ℃; for 1h;

DOI:10.1021/jo4025072

upstream raw materials:

(S)-2-methylpropane-2-sulfinamide

N-(buta-2,3-dien-1-yl)-4-methyl-N-(2-oxoethyl)benzenesulfonamide

Downstream raw materials:

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

(+)-(3R,4R)-4-(1-bromovinyl)-1-tosylpyrrolidin-3-amine

(+)-N-{(3R,4R)-4-(1-bromovinyl)-1-tosylpyrrolidin-3-yl}-acetamide

(-)-N-{(3R,4R)-4-(4-phenylbut-1-en-3-yn-2-yl)-1-tosylpyrrolidin-3-yl}acetamide

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