(2R)-2-<(1E)-2-<1-(p-toluenesulfonyl)-1,4,5,6-tetrahydropyridin-3-yl>-vinyl>-piperidine-1-carboxylic acid tert-butyl ester

Base Information

Chemical Name:(2R)-2-<(1E)-2-<1-(p-toluenesulfonyl)-1,4,5,6-tetrahydropyridin-3-yl>-vinyl>-piperidine-1-carboxylic acid tert-butyl ester
CAS No.:220384-57-6
Molecular Formula:C₂₄H₃₄N₂O₄S
Molecular Weight:446.611
Hs Code.:

Synonyms:(2R)-2-<(1E)-2-<1-(p-toluenesulfonyl)-1,4,5,6-tetrahydropyridin-3-yl>-vinyl>-piperidine-1-carboxylic acid tert-butyl ester

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Chemical Property of (2R)-2-<(1E)-2-<1-(p-toluenesulfonyl)-1,4,5,6-tetrahydropyridin-3-yl>-vinyl>-piperidine-1-carboxylic acid tert-butyl ester

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Technology Process of (2R)-2-<(1E)-2-<1-(p-toluenesulfonyl)-1,4,5,6-tetrahydropyridin-3-yl>-vinyl>-piperidine-1-carboxylic acid tert-butyl ester

There total 6 articles about (2R)-2-<(1E)-2-<1-(p-toluenesulfonyl)-1,4,5,6-tetrahydropyridin-3-yl>-vinyl>-piperidine-1-carboxylic acid tert-butyl ester 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%

: 220384-49-6,176324-61-1
(2R)-2-vinylpiperidine-1-carboxylic acid tert-butyl ester

: 220384-56-5
trifluoromethanesulfonic acid 1-(p-toluenesulfonyl)-1,4,5,6-tetrahydro-pyridin-3-yl ester

: 220384-57-6
(2R)-2-<(1E)-2-<1-(p-toluenesulfonyl)-1,4,5,6-tetrahydropyridin-3-yl>-vinyl>-piperidine-1-carboxylic acid tert-butyl ester

Guidance literature:: With palladium diacetate; tetrabutylammonium trifluoromethylsulfonate; potassium carbonate; In N,N-dimethyl-formamide; at 55 ℃; for 14h;
DOI:10.1021/ja983013+

Reference yield:

: 220384-68-9
1-(p-toluenesulfonyl)-piperidin-3-ol

: 220384-57-6
(2R)-2-<(1E)-2-<1-(p-toluenesulfonyl)-1,4,5,6-tetrahydropyridin-3-yl>-vinyl>-piperidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: aq. CrO₃, H₂SO₄ / acetone / 2 h / Ambient temperature

2: 1.) LHMDS / 1.) THF, from -78 deg C to 0 deg C, 2.) THF, -78 deg C

3: 83 percent / n-Bu₄NOTf, aq. K₂CO₃, 14 percent Pd(OAc)2 / dimethylformamide / 14 h / 55 °C

With chromium(VI) oxide; palladium diacetate; sulfuric acid; tetrabutylammonium trifluoromethylsulfonate; potassium carbonate; lithium hexamethyldisilazane; In N,N-dimethyl-formamide; acetone;
DOI:10.1021/ja983013+

Reference yield:

: 98-59-9
p-toluenesulfonyl chloride

: 220384-57-6
(2R)-2-<(1E)-2-<1-(p-toluenesulfonyl)-1,4,5,6-tetrahydropyridin-3-yl>-vinyl>-piperidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: Et₃N / CH₂Cl₂ / 3 h / Ambient temperature

2: aq. CrO₃, H₂SO₄ / acetone / 2 h / Ambient temperature

3: 1.) LHMDS / 1.) THF, from -78 deg C to 0 deg C, 2.) THF, -78 deg C

4: 83 percent / n-Bu₄NOTf, aq. K₂CO₃, 14 percent Pd(OAc)2 / dimethylformamide / 14 h / 55 °C

With chromium(VI) oxide; palladium diacetate; sulfuric acid; tetrabutylammonium trifluoromethylsulfonate; potassium carbonate; triethylamine; lithium hexamethyldisilazane; In dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1021/ja983013+