(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

Base Information

Chemical Name:(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
CAS No.:211946-06-4
Molecular Formula:C₃₅H₅₂O₄Si₂
Molecular Weight:592.966
Hs Code.:

Synonyms:(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

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Chemical Property of (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

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Technology Process of (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

There total 6 articles about (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 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: 94.0%

: 98155-21-6
LiCCCH₂CH₂OTBS

: 211946-05-3
(5R,6S)-6-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-5-methyl-5,6-dihydro-pyran-2-one

: 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

Guidance literature:: at -40 ℃;
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

: 211946-06-4
(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

Guidance literature:: Multi-step reaction with 6 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

With 1H-imidazole; hydrogenchloride; dmap; borane-THF; trimethylamine-N-oxide; sodium cyanoborohydride; acetic acid; lithium diisopropyl amide; In tetrahydrofuran; 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

: 211946-06-4
(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

Guidance literature:: Multi-step reaction with 5 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

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