(1S,2R)-2-(tert-butyl-dimethylsilanyloxy)-1-[(R)-1-(2-nitrobenzenesulfonyl)-1,2,5,6-tetrahydropyridin-2-yl]but-3-en-1-ol

Base Information

Chemical Name:(1S,2R)-2-(tert-butyl-dimethylsilanyloxy)-1-[(R)-1-(2-nitrobenzenesulfonyl)-1,2,5,6-tetrahydropyridin-2-yl]but-3-en-1-ol
CAS No.:501415-85-6
Molecular Formula:C₂₁H₃₂N₂O₆SSi
Molecular Weight:468.646
Hs Code.:

Synonyms:(1S,2R)-2-(tert-butyl-dimethylsilanyloxy)-1-[(R)-1-(2-nitrobenzenesulfonyl)-1,2,5,6-tetrahydropyridin-2-yl]but-3-en-1-ol

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Chemical Property of (1S,2R)-2-(tert-butyl-dimethylsilanyloxy)-1-[(R)-1-(2-nitrobenzenesulfonyl)-1,2,5,6-tetrahydropyridin-2-yl]but-3-en-1-ol

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Technology Process of (1S,2R)-2-(tert-butyl-dimethylsilanyloxy)-1-[(R)-1-(2-nitrobenzenesulfonyl)-1,2,5,6-tetrahydropyridin-2-yl]but-3-en-1-ol

There total 8 articles about (1S,2R)-2-(tert-butyl-dimethylsilanyloxy)-1-[(R)-1-(2-nitrobenzenesulfonyl)-1,2,5,6-tetrahydropyridin-2-yl]but-3-en-1-ol 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: 95.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 501415-84-5
(1S,2R)-1-[(R)-1-(2-nitrobenzenesulfonyl)-1,2,5,6-tetrahydropyridin-2-yl]but-3-ene-1,2-diol

: 501415-85-6
(1S,2R)-2-(tert-butyl-dimethylsilanyloxy)-1-[(R)-1-(2-nitrobenzenesulfonyl)-1,2,5,6-tetrahydropyridin-2-yl]but-3-en-1-ol

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(02)00832-3

Reference yield:

: 216015-22-4
(3aS,4R,6aR)-2,2-dimethyl-2H,3aH,4H,6aH-cyclopenta[d][1,3]-dioxol-4-ol

: 501415-85-6
(1S,2R)-2-(tert-butyl-dimethylsilanyloxy)-1-[(R)-1-(2-nitrobenzenesulfonyl)-1,2,5,6-tetrahydropyridin-2-yl]but-3-en-1-ol

Guidance literature:: Multi-step reaction with 7 steps

1: 97 percent / CH₂Cl₂; pyridine / 1 h / 0 °C

2: 93 percent / Et₃N; [Pd₂(dba)3]*CHCl₃; (R,R)-N,N'-bis[2-(PPh₂)benzoyl]-1,2-diaminocyclohexane / tetrahydrofuran / -10 - 0 °C

3: acetic acid / H₂O / 80 - 100 °C

4: pyridine

5: 100 percent / ethylene; Cl₂(PCy₃)2Ru=CHPh / CH₂Cl₂

6: 93 percent / NaOMe / methanol / 0.5 h

7: 95 percent / imidazole / dimethylformamide

With 1H-imidazole; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; Grubbs catalyst first generation; ethene; sodium methylate; acetic acid; (1R,2R)-1,2-bis[(2-diphenylphosphanyl)benzoylamino]cyclohexane; triethylamine; In tetrahydrofuran; pyridine; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(02)00832-3

Reference yield:

: 90870-33-0
N-(2-nitrobenzenesulfonyl)-N-(but-3-enyl)amine

: 501415-85-6
(1S,2R)-2-(tert-butyl-dimethylsilanyloxy)-1-[(R)-1-(2-nitrobenzenesulfonyl)-1,2,5,6-tetrahydropyridin-2-yl]but-3-en-1-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 93 percent / Et₃N; [Pd₂(dba)3]*CHCl₃; (R,R)-N,N'-bis[2-(PPh₂)benzoyl]-1,2-diaminocyclohexane / tetrahydrofuran / -10 - 0 °C

2: acetic acid / H₂O / 80 - 100 °C

3: pyridine

4: 100 percent / ethylene; Cl₂(PCy₃)2Ru=CHPh / CH₂Cl₂

5: 93 percent / NaOMe / methanol / 0.5 h

6: 95 percent / imidazole / dimethylformamide

With 1H-imidazole; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; Grubbs catalyst first generation; ethene; sodium methylate; acetic acid; (1R,2R)-1,2-bis[(2-diphenylphosphanyl)benzoylamino]cyclohexane; triethylamine; In tetrahydrofuran; pyridine; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(02)00832-3