p-toluenesulfonic acid (2R,3S)-2,3-bis-(tert-butyl-dimethylsilanyloxy)-3-[(R)-1-(2-nitrobenzenesulfonyl)-1,2,5,6-tetrahydropyridin-2-yl]-propyl ester

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Chemical Name:p-toluenesulfonic acid (2R,3S)-2,3-bis-(tert-butyl-dimethylsilanyloxy)-3-[(R)-1-(2-nitrobenzenesulfonyl)-1,2,5,6-tetrahydropyridin-2-yl]-propyl ester
CAS No.:501416-17-7
Molecular Formula:C₃₃H₅₂N₂O₉S₂Si₂
Molecular Weight:741.087
Hs Code.:

p-toluenesulfonic acid (2R,3S)-2,3-bis-(tert-butyl-dimethylsilanyloxy)-3-[(R)-1-(2-nitrobenzenesulfonyl)-1,2,5,6-tetrahydropyridin-2-yl]-propyl ester

Synonyms:p-toluenesulfonic acid (2R,3S)-2,3-bis-(tert-butyl-dimethylsilanyloxy)-3-[(R)-1-(2-nitrobenzenesulfonyl)-1,2,5,6-tetrahydropyridin-2-yl]-propyl ester

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Chemical Property of p-toluenesulfonic acid (2R,3S)-2,3-bis-(tert-butyl-dimethylsilanyloxy)-3-[(R)-1-(2-nitrobenzenesulfonyl)-1,2,5,6-tetrahydropyridin-2-yl]-propyl ester

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Technology Process of p-toluenesulfonic acid (2R,3S)-2,3-bis-(tert-butyl-dimethylsilanyloxy)-3-[(R)-1-(2-nitrobenzenesulfonyl)-1,2,5,6-tetrahydropyridin-2-yl]-propyl ester

There total 11 articles about p-toluenesulfonic acid (2R,3S)-2,3-bis-(tert-butyl-dimethylsilanyloxy)-3-[(R)-1-(2-nitrobenzenesulfonyl)-1,2,5,6-tetrahydropyridin-2-yl]-propyl 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: 71.0%

: 98-59-9
p-toluenesulfonyl chloride

: 501416-16-6
(2R,3S)-2,3-bis-(tert-butyl-dimethylsilanyloxy)-3-[(R)-1-(2-nitrobenzenesulfonyl)-1,2,5,6-tetrahydropyridin-2-yl]-propan-1-ol

: 501416-17-7
p-toluenesulfonic acid (2R,3S)-2,3-bis-(tert-butyl-dimethylsilanyloxy)-3-[(R)-1-(2-nitrobenzenesulfonyl)-1,2,5,6-tetrahydropyridin-2-yl]-propyl ester

Guidance literature:: With dmap; In pyridine; at 0 - 20 ℃;
DOI:10.1016/S0040-4020(02)00832-3

Reference yield:

: 301805-13-0
(-)-N-(but-3-enyl)-N-{(1R,4R,5S)-4,5-bis-(tert-butyldimethylsilanyloxy)cyclopent-2-enyl}-2-nitrobenzenesulfonamide

: 501416-17-7
p-toluenesulfonic acid (2R,3S)-2,3-bis-(tert-butyl-dimethylsilanyloxy)-3-[(R)-1-(2-nitrobenzenesulfonyl)-1,2,5,6-tetrahydropyridin-2-yl]-propyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 100 percent / ethylene; Cl₂(PCy₃)2Ru=CHPh / CH₂Cl₂

2.1: 80 percent / NMO; K₂OsO₄*2H₂O / acetone; H₂O / 20 °C

3.1: NaIO₄ / methanol / 0.5 h / 0 °C

3.2: 99 percent / NaBH₄ / methanol; H₂O / 0.05 h / 0 °C

4.1: 71 percent / DMAP / pyridine / 0 - 20 °C

With dmap; potassium osmate(VI); sodium periodate; Grubbs catalyst first generation; N-methyl-2-indolinone; ethene; In pyridine; methanol; dichloromethane; water; acetone;
DOI:10.1016/S0040-4020(02)00832-3

Reference yield:

: 301805-14-1
(+)-(R)-6-[(1S,2R)-1,2-bis-(tert-butyl-dimethylsilanyloxy)but-3-enyl]-1-(2-nitrobenzenesulfonyl)-1,2,3,6-tetrahydropyridine

: 501416-17-7
p-toluenesulfonic acid (2R,3S)-2,3-bis-(tert-butyl-dimethylsilanyloxy)-3-[(R)-1-(2-nitrobenzenesulfonyl)-1,2,5,6-tetrahydropyridin-2-yl]-propyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 80 percent / NMO; K₂OsO₄*2H₂O / acetone; H₂O / 20 °C

2.1: NaIO₄ / methanol / 0.5 h / 0 °C

2.2: 99 percent / NaBH₄ / methanol; H₂O / 0.05 h / 0 °C

3.1: 71 percent / DMAP / pyridine / 0 - 20 °C

With dmap; potassium osmate(VI); sodium periodate; N-methyl-2-indolinone; In pyridine; methanol; water; acetone;
DOI:10.1016/S0040-4020(02)00832-3