(3S,4S)-4-Allyl-3-((E)-buta-1,3-dienyl)-1-(toluene-4-sulfonyl)-piperidine

Base Information

Chemical Name:(3S,4S)-4-Allyl-3-((E)-buta-1,3-dienyl)-1-(toluene-4-sulfonyl)-piperidine
CAS No.:137870-16-7
Molecular Formula:C₁₉H₂₅NO₂S
Molecular Weight:331.479
Hs Code.:

Synonyms:(3S,4S)-4-Allyl-3-((E)-buta-1,3-dienyl)-1-(toluene-4-sulfonyl)-piperidine

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Chemical Property of (3S,4S)-4-Allyl-3-((E)-buta-1,3-dienyl)-1-(toluene-4-sulfonyl)-piperidine

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Technology Process of (3S,4S)-4-Allyl-3-((E)-buta-1,3-dienyl)-1-(toluene-4-sulfonyl)-piperidine

There total 3 articles about (3S,4S)-4-Allyl-3-((E)-buta-1,3-dienyl)-1-(toluene-4-sulfonyl)-piperidine 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: 72.0%

: 137870-15-6
N-hexadien-2,4-yl-N-hexadien-3,5-yl p-toluene sulfonamide

: 137870-16-7
(3S,4S)-4-Allyl-3-((E)-buta-1,3-dienyl)-1-(toluene-4-sulfonyl)-piperidine

Guidance literature:: With palladium diacetate; triphenylphosphine; In tetrahydrofuran; at 65 ℃; for 12h;

Reference yield:

: 34632-89-8,17100-75-3
(2E,4E)-1-chlorohexa-2,4-diene

: 137870-16-7
(3S,4S)-4-Allyl-3-((E)-buta-1,3-dienyl)-1-(toluene-4-sulfonyl)-piperidine

Guidance literature:: Multi-step reaction with 2 steps

1.1: HMPA; n-BuLi / tetrahydrofuran / 0.5 h / -78 °C

1.2: 46 percent / tetrahydrofuran / -78 - 20 °C

2.1: 72 percent / PPh₃; Et₃N / Pd(OAc)2 / tetrahydrofuran / 40 h / 65 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; triethylamine; triphenylphosphine; palladium diacetate; In tetrahydrofuran; 1.1: Metallation / 1.2: Alkylation / 2.1: Cyclization;
DOI:10.1021/ja962748g

Reference yield:

: (E)-N-(hexa-3,5-dien-1-yl)-4-methylbenzenesulfonamide

: 137870-16-7
(3S,4S)-4-Allyl-3-((E)-buta-1,3-dienyl)-1-(toluene-4-sulfonyl)-piperidine

Guidance literature:: Multi-step reaction with 2 steps

1.1: HMPA; n-BuLi / tetrahydrofuran / 0.5 h / -78 °C

1.2: 46 percent / tetrahydrofuran / -78 - 20 °C

2.1: 72 percent / PPh₃; Et₃N / Pd(OAc)2 / tetrahydrofuran / 40 h / 65 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; triethylamine; triphenylphosphine; palladium diacetate; In tetrahydrofuran; 1.1: Metallation / 1.2: Alkylation / 2.1: Cyclization;
DOI:10.1021/ja962748g