(1S,4S)-N-[4-(allyldimethylsilanyloxy)cyclopent-2-enyl]-N-but-3-enyl-4-methylbenzene sulfonamide

Base Information

Chemical Name:(1S,4S)-N-[4-(allyldimethylsilanyloxy)cyclopent-2-enyl]-N-but-3-enyl-4-methylbenzene sulfonamide
CAS No.:245092-64-2
Molecular Formula:C₂₁H₃₁NO₃SSi
Molecular Weight:405.634
Hs Code.:

Synonyms:(1S,4S)-N-[4-(allyldimethylsilanyloxy)cyclopent-2-enyl]-N-but-3-enyl-4-methylbenzene sulfonamide

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Chemical Property of (1S,4S)-N-[4-(allyldimethylsilanyloxy)cyclopent-2-enyl]-N-but-3-enyl-4-methylbenzene sulfonamide

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Technology Process of (1S,4S)-N-[4-(allyldimethylsilanyloxy)cyclopent-2-enyl]-N-but-3-enyl-4-methylbenzene sulfonamide

There total 4 articles about (1S,4S)-N-[4-(allyldimethylsilanyloxy)cyclopent-2-enyl]-N-but-3-enyl-4-methylbenzene sulfonamide 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: 86.0%

: 10285-80-0
N-tosyl-3-butenylamine

: (1R,4S)-4-(allyldimethylsilanyloxy)cyclopent-2-enol

: 245092-64-2
(1S,4S)-N-[4-(allyldimethylsilanyloxy)cyclopent-2-enyl]-N-but-3-enyl-4-methylbenzene sulfonamide

Guidance literature:: With tributylphosphine; 1,1'-azodicarbonyl-dipiperidine; In benzene;
DOI:10.1016/S0040-4020(99)00299-9

Reference yield:

: 4028-23-3
Allylchlorodimethylsilane

: 245092-64-2
(1S,4S)-N-[4-(allyldimethylsilanyloxy)cyclopent-2-enyl]-N-but-3-enyl-4-methylbenzene sulfonamide

Guidance literature:: Multi-step reaction with 3 steps

1: 97 percent / NEt₃ / CH₂Cl₂ / 3 h / 25 °C

2: 73 percent / DiBAH / tetrahydrofuran; toluene / 0.5 h

3: 86 percent / tributylphosphine; azodicarboxylic dipiperidine / benzene

With tributylphosphine; diisobutylaluminium hydride; triethylamine; 1,1'-azodicarbonyl-dipiperidine; In tetrahydrofuran; dichloromethane; toluene; benzene; 1: Substitution / 2: Hydrolysis / 3: Mitsunobu reaction;
DOI:10.1016/S0040-4020(99)00299-9

Reference yield:

: 60410-16-4
(1R,4S)-4-hydroxy-2-cyclopentene-1-yl acetate

: 245092-64-2
(1S,4S)-N-[4-(allyldimethylsilanyloxy)cyclopent-2-enyl]-N-but-3-enyl-4-methylbenzene sulfonamide

Guidance literature:: Multi-step reaction with 3 steps

1: 97 percent / NEt₃ / CH₂Cl₂ / 3 h / 25 °C

2: 73 percent / DiBAH / tetrahydrofuran; toluene / 0.5 h

3: 86 percent / tributylphosphine; azodicarboxylic dipiperidine / benzene

With tributylphosphine; diisobutylaluminium hydride; triethylamine; 1,1'-azodicarbonyl-dipiperidine; In tetrahydrofuran; dichloromethane; toluene; benzene; 1: Substitution / 2: Hydrolysis / 3: Mitsunobu reaction;
DOI:10.1016/S0040-4020(99)00299-9