(7S,8S,8aR)-8-(2-{(4R,6S)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-ethyl)-7-methyl-1,2,3,7,8,8a-hexahydro-naphthalen-1-ol

Base Information

Chemical Name:(7S,8S,8aR)-8-(2-{(4R,6S)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-ethyl)-7-methyl-1,2,3,7,8,8a-hexahydro-naphthalen-1-ol
CAS No.:116996-37-3
Molecular Formula:C₃₇H₅₂O₄Si
Molecular Weight:588.903
Hs Code.:

(7S,8S,8aR)-8-(2-{(4R,6S)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-ethyl)-7-methyl-1,2,3,7,8,8a-hexahydro-naphthalen-1-ol

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Chemical Property of (7S,8S,8aR)-8-(2-{(4R,6S)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-ethyl)-7-methyl-1,2,3,7,8,8a-hexahydro-naphthalen-1-ol

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Technology Process of (7S,8S,8aR)-8-(2-{(4R,6S)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-ethyl)-7-methyl-1,2,3,7,8,8a-hexahydro-naphthalen-1-ol

There total 6 articles about (7S,8S,8aR)-8-(2-{(4R,6S)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-ethyl)-7-methyl-1,2,3,7,8,8a-hexahydro-naphthalen-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:

: 116996-35-1,117065-46-0
4-[(1S,5S,6S)-6-(2-{(4R,6S)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-ethyl)-5-methyl-2-oxo-cyclohex-3-enyl]-4-triethylsilanyloxy-butyraldehyde

: 116996-37-3,117065-48-2
(7S,8S,8aR)-8-(2-{(4R,6S)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-ethyl)-7-methyl-1,2,3,7,8,8a-hexahydro-naphthalen-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / C₈K, TiCl₃ / 1,2-dimethoxy-ethane / r.t., 5 h; reflux, 3 h

2: 1.) HF; 2.) 2-methoxypropene / 2.) pyridinium p-toluenesulfonate / 1.) H₂O, MeCN, r.t., 1.75 h; 2.) CH₂Cl₂, 0 deg C, 40 min

With titanium(III) chloride; 2-Methoxypropene; hydrogen fluoride; pyridinium p-toluenesulfonate; In 1,2-dimethoxyethane;
DOI:10.1021/ja00228a067

Reference yield:

: 116996-31-7,126060-10-4
<4R-<4α*(1R^*,2S^*)>6α>>-6-<2-<<(1,1-dimethylethyl)diphenylsilyl>oxy>ethyl>-2,2-dimethyl-α-(2-methyl-5-oxo-3-cyclohexen-1-yl)-1,3-dioxane-4-propanal

: 116996-37-3,117065-48-2
(7S,8S,8aR)-8-(2-{(4R,6S)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-ethyl)-7-methyl-1,2,3,7,8,8a-hexahydro-naphthalen-1-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 50 percent / (Ph₃P)3RhCl / toluene; acetonitrile / 2.5 h / Heating

2: 1.) LDA / 1.) Et₂O, -78 deg C, 1 h; 2.) -78 deg C, 10 min

3: 96 percent / i-Pr₂NH / DMAP / diethyl ether / 36 h / Ambient temperature

4: 1.) O₃; 2.) Ph₃P / 1.) CH₂Cl₂, -78 deg C; 2.) -78 deg C, 20 min, r.t., 8 h

5: 85 percent / C₈K, TiCl₃ / 1,2-dimethoxy-ethane / r.t., 5 h; reflux, 3 h

6: 1.) HF; 2.) 2-methoxypropene / 2.) pyridinium p-toluenesulfonate / 1.) H₂O, MeCN, r.t., 1.75 h; 2.) CH₂Cl₂, 0 deg C, 40 min

With Wilkinson's catalyst; titanium(III) chloride; 2-Methoxypropene; hydrogen fluoride; ozone; diisopropylamine; triphenylphosphine; lithium diisopropyl amide; dmap; pyridinium p-toluenesulfonate; In 1,2-dimethoxyethane; diethyl ether; toluene; acetonitrile;
DOI:10.1021/ja00228a067

Reference yield:

: 116996-34-0,117065-45-9
(4S,5S,6S)-5-(2-{(4R,6S)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-ethyl)-4-methyl-6-(1-triethylsilanyloxy-pent-4-enyl)-cyclohex-2-enone

: 116996-37-3,117065-48-2
(7S,8S,8aR)-8-(2-{(4R,6S)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-ethyl)-7-methyl-1,2,3,7,8,8a-hexahydro-naphthalen-1-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) O₃; 2.) Ph₃P / 1.) CH₂Cl₂, -78 deg C; 2.) -78 deg C, 20 min, r.t., 8 h

2: 85 percent / C₈K, TiCl₃ / 1,2-dimethoxy-ethane / r.t., 5 h; reflux, 3 h

3: 1.) HF; 2.) 2-methoxypropene / 2.) pyridinium p-toluenesulfonate / 1.) H₂O, MeCN, r.t., 1.75 h; 2.) CH₂Cl₂, 0 deg C, 40 min

With titanium(III) chloride; 2-Methoxypropene; hydrogen fluoride; ozone; triphenylphosphine; pyridinium p-toluenesulfonate; In 1,2-dimethoxyethane;
DOI:10.1021/ja00228a067