(2R,3S)-1-acetyl-3-(phenylsulfonyl)-2-propyl-1,2,3,6-tetrahydropyridine

Base Information

Chemical Name:(2R,3S)-1-acetyl-3-(phenylsulfonyl)-2-propyl-1,2,3,6-tetrahydropyridine
CAS No.:401789-19-3
Molecular Formula:C₁₆H₂₁NO₃S
Molecular Weight:307.414
Hs Code.:

Synonyms:(2R,3S)-1-acetyl-3-(phenylsulfonyl)-2-propyl-1,2,3,6-tetrahydropyridine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2R,3S)-1-acetyl-3-(phenylsulfonyl)-2-propyl-1,2,3,6-tetrahydropyridine

Chemical Property:

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Technology Process of (2R,3S)-1-acetyl-3-(phenylsulfonyl)-2-propyl-1,2,3,6-tetrahydropyridine

There total 5 articles about (2R,3S)-1-acetyl-3-(phenylsulfonyl)-2-propyl-1,2,3,6-tetrahydropyridine 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: 92.0%

: 401789-18-2
N-allyl-N-(2-benzenesulfonyl-1-propyl-but-3-enyl)-acetamide

: 401789-19-3
(2R,3S)-1-acetyl-3-(phenylsulfonyl)-2-propyl-1,2,3,6-tetrahydropyridine

Guidance literature:: With Grubbs catalyst first generation; In dichloromethane; at 20 ℃; for 2.5h;
DOI:10.1016/S0957-4166(01)00411-6

Reference yield:

: 16212-05-8
(allylsulfonyl)benzene

: 401789-19-3
(2R,3S)-1-acetyl-3-(phenylsulfonyl)-2-propyl-1,2,3,6-tetrahydropyridine

Guidance literature:: Multi-step reaction with 5 steps

1: 52 percent / n-BuLi; NH(i-Pr)2 / tetrahydrofuran; hexane / 0.75 h / -100 °C

2: 87 percent / TFA / methanol / 3 h / 0 °C

3: 73 percent / K₂CO₃ / dimethylformamide / 0 - 20 °C

4: 80 percent / Et₃N / CH₂Cl₂ / 3 h / 0 - 20 °C

5: 92 percent / [Cl₂(PCy₃)2Ru=CHPH] / CH₂Cl₂ / 2.5 h / 20 °C

With Grubbs catalyst first generation; n-butyllithium; potassium carbonate; triethylamine; diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0957-4166(01)00411-6

Reference yield:

: 401789-16-0
(3S,4R)-3-(phenylsulfonyl)hept-1-en-4-amine

: 401789-19-3
(2R,3S)-1-acetyl-3-(phenylsulfonyl)-2-propyl-1,2,3,6-tetrahydropyridine

Guidance literature:: Multi-step reaction with 3 steps

1: 73 percent / K₂CO₃ / dimethylformamide / 0 - 20 °C

2: 80 percent / Et₃N / CH₂Cl₂ / 3 h / 0 - 20 °C

3: 92 percent / [Cl₂(PCy₃)2Ru=CHPH] / CH₂Cl₂ / 2.5 h / 20 °C

With Grubbs catalyst first generation; potassium carbonate; triethylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0957-4166(01)00411-6