N-allyl-N-{(1S)-1-[(1S)-1-methylpropyl]buta-2,3-dienyl}-2,4,6-trimethylphenylsulfonamide

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Chemical Name:N-allyl-N-{(1S)-1-[(1S)-1-methylpropyl]buta-2,3-dienyl}-2,4,6-trimethylphenylsulfonamide
CAS No.:627079-72-5
Molecular Formula:C₂₀H₂₉NO₂S
Molecular Weight:347.522
Hs Code.:

Synonyms:N-allyl-N-{(1S)-1-[(1S)-1-methylpropyl]buta-2,3-dienyl}-2,4,6-trimethylphenylsulfonamide

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Chemical Property of N-allyl-N-{(1S)-1-[(1S)-1-methylpropyl]buta-2,3-dienyl}-2,4,6-trimethylphenylsulfonamide

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Technology Process of N-allyl-N-{(1S)-1-[(1S)-1-methylpropyl]buta-2,3-dienyl}-2,4,6-trimethylphenylsulfonamide

There total 6 articles about N-allyl-N-{(1S)-1-[(1S)-1-methylpropyl]buta-2,3-dienyl}-2,4,6-trimethylphenylsulfonamide 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: 89.0%

: 106-95-6
allyl bromide

: 736948-28-0
(4S,5S)-5-methyl-4-[N-(2,4,6-trimethylphenylsulfonyl)amino]hepta-1,2-diene

: 627079-72-5
N-allyl-N-{(1S)-1-[(1S)-1-methylpropyl]buta-2,3-dienyl}-2,4,6-trimethylphenylsulfonamide

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 2.5h;
DOI:10.1021/jo049663f

Reference yield:

: 678166-22-8
(2S,3S)-N-(2,4,6-trimethylbenzenesulfonyl)-2-amino-3-methyl-pentanol

: 627079-72-5
N-allyl-N-{(1S)-1-[(1S)-1-methylpropyl]buta-2,3-dienyl}-2,4,6-trimethylphenylsulfonamide

Guidance literature:: Multi-step reaction with 6 steps

1: oxalyl chloride; DMSO; N,N-diisopropylethylamine / CH₂Cl₂ / 2 h / -78 - 0 °C

2: 8.9 g / CHCl₃ / 16 h / 20 °C

3: 60 percent / DIBAL-H / CH₂Cl₂; hexane / 3 h / -78 °C

4: 95 percent / Et₃N / tetrahydrofuran / 4 h / -78 - 0 °C

5: 95 percent / Et₂Zn / Pd(PPh₃)4 / tetrahydrofuran; hexane / 4 h / 20 °C

6: 89 percent / NaH / dimethylformamide / 2.5 h / 0 °C

With oxalyl dichloride; diethylzinc; sodium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; hexane; dichloromethane; chloroform; N,N-dimethyl-formamide;
DOI:10.1021/jo049663f

Reference yield:

: N-((1S,2S)-1-Formyl-2-methyl-butyl)-2,4,6-trimethyl-benzenesulfonamide

: 627079-72-5
N-allyl-N-{(1S)-1-[(1S)-1-methylpropyl]buta-2,3-dienyl}-2,4,6-trimethylphenylsulfonamide

Guidance literature:: Multi-step reaction with 5 steps

1: 8.9 g / CHCl₃ / 16 h / 20 °C

2: 60 percent / DIBAL-H / CH₂Cl₂; hexane / 3 h / -78 °C

3: 95 percent / Et₃N / tetrahydrofuran / 4 h / -78 - 0 °C

4: 95 percent / Et₂Zn / Pd(PPh₃)4 / tetrahydrofuran; hexane / 4 h / 20 °C

5: 89 percent / NaH / dimethylformamide / 2.5 h / 0 °C

With diethylzinc; sodium hydride; diisobutylaluminium hydride; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; hexane; dichloromethane; chloroform; N,N-dimethyl-formamide;
DOI:10.1021/jo049663f