(8R,9S,10S)-1-(tert-Butyl-dimethyl-silanyloxy)-11-(tert-butyl-diphenyl-silanyloxy)-9-hydroxy-8,10-dimethyl-undecan-5-one

Base Information

Chemical Name:(8R,9S,10S)-1-(tert-Butyl-dimethyl-silanyloxy)-11-(tert-butyl-diphenyl-silanyloxy)-9-hydroxy-8,10-dimethyl-undecan-5-one
CAS No.:211946-07-5
Molecular Formula:C₃₅H₅₈O₄Si₂
Molecular Weight:599.014
Hs Code.:

Synonyms:(8R,9S,10S)-1-(tert-Butyl-dimethyl-silanyloxy)-11-(tert-butyl-diphenyl-silanyloxy)-9-hydroxy-8,10-dimethyl-undecan-5-one

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Chemical Property of (8R,9S,10S)-1-(tert-Butyl-dimethyl-silanyloxy)-11-(tert-butyl-diphenyl-silanyloxy)-9-hydroxy-8,10-dimethyl-undecan-5-one

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Technology Process of (8R,9S,10S)-1-(tert-Butyl-dimethyl-silanyloxy)-11-(tert-butyl-diphenyl-silanyloxy)-9-hydroxy-8,10-dimethyl-undecan-5-one

There total 7 articles about (8R,9S,10S)-1-(tert-Butyl-dimethyl-silanyloxy)-11-(tert-butyl-diphenyl-silanyloxy)-9-hydroxy-8,10-dimethyl-undecan-5-one 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: 99.0%

: 211946-06-4
(Z)-(8R,9S,10S)-1-(tert-Butyl-dimethyl-silanyloxy)-11-(tert-butyl-diphenyl-silanyloxy)-9-hydroxy-8,10-dimethyl-undec-6-en-3-yn-5-one

: 211946-07-5
(8R,9S,10S)-1-(tert-Butyl-dimethyl-silanyloxy)-11-(tert-butyl-diphenyl-silanyloxy)-9-hydroxy-8,10-dimethyl-undecan-5-one

Guidance literature:: With hydrogen; Rh/Al₂O₃; In diethyl ether; under 7757.2 Torr;
DOI:10.1016/S0040-4039(98)00974-5

Reference yield:

: 211945-96-9
(E)-3-((2R,5R)-2,5-Dimethyl-pyrrolidin-1-yl)-pent-2-enoic acid methyl ester

: 211946-07-5
(8R,9S,10S)-1-(tert-Butyl-dimethyl-silanyloxy)-11-(tert-butyl-diphenyl-silanyloxy)-9-hydroxy-8,10-dimethyl-undecan-5-one

Guidance literature:: Multi-step reaction with 7 steps

1: 1) LDA / 1) THF, 0 deg C

2: 1) BH₃*THF, 2) Me₃NO*2H₂O / 1) 0 deg C, 2) diglyme, 120 deg C

3: 92 percent / DMAP, imidazole / CH₂Cl₂

4: NaCNBH₃, HCl / tetrahydrofuran

5: AcOH / Heating

6: 94 percent / -40 °C

7: 99 percent / hydrogen / Rh/Al₂O₃ / diethyl ether / 7757.2 Torr

With 1H-imidazole; hydrogenchloride; dmap; borane-THF; trimethylamine-N-oxide; hydrogen; sodium cyanoborohydride; acetic acid; lithium diisopropyl amide; Rh/Al₂O₃; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1016/S0040-4039(98)00974-5

Reference yield:

: 211945-97-0
(5R,6S)-4-((2R,5R)-2,5-Dimethyl-pyrrolidin-1-yl)-6-isopropenyl-5-methyl-5,6-dihydro-pyran-2-one

: 211946-07-5
(8R,9S,10S)-1-(tert-Butyl-dimethyl-silanyloxy)-11-(tert-butyl-diphenyl-silanyloxy)-9-hydroxy-8,10-dimethyl-undecan-5-one

Guidance literature:: Multi-step reaction with 6 steps

1: 1) BH₃*THF, 2) Me₃NO*2H₂O / 1) 0 deg C, 2) diglyme, 120 deg C

2: 92 percent / DMAP, imidazole / CH₂Cl₂

3: NaCNBH₃, HCl / tetrahydrofuran

4: AcOH / Heating

5: 94 percent / -40 °C

6: 99 percent / hydrogen / Rh/Al₂O₃ / diethyl ether / 7757.2 Torr

With 1H-imidazole; hydrogenchloride; dmap; borane-THF; trimethylamine-N-oxide; hydrogen; sodium cyanoborohydride; acetic acid; Rh/Al₂O₃; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1016/S0040-4039(98)00974-5