(1S,2S,4R,4aR,6S,8S,8aS)-8-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-4-[(R)-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-propyl]-6-(tert-butyl-diphenyl-silanyloxy)-2-hydroxymethyl-decahydro-naphthalene-1,2-diol

Base Information

Chemical Name:(1S,2S,4R,4aR,6S,8S,8aS)-8-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-4-[(R)-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-propyl]-6-(tert-butyl-diphenyl-silanyloxy)-2-hydroxymethyl-decahydro-naphthalene-1,2-diol
CAS No.:832111-76-9
Molecular Formula:C₄₇H₈₂O₆Si₃
Molecular Weight:827.421
Hs Code.:

(1S,2S,4R,4aR,6S,8S,8aS)-8-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-4-[(R)-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-propyl]-6-(tert-butyl-diphenyl-silanyloxy)-2-hydroxymethyl-decahydro-naphthalene-1,2-diol

Synonyms:(1S,2S,4R,4aR,6S,8S,8aS)-8-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-4-[(R)-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-propyl]-6-(tert-butyl-diphenyl-silanyloxy)-2-hydroxymethyl-decahydro-naphthalene-1,2-diol

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Chemical Property of (1S,2S,4R,4aR,6S,8S,8aS)-8-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-4-[(R)-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-propyl]-6-(tert-butyl-diphenyl-silanyloxy)-2-hydroxymethyl-decahydro-naphthalene-1,2-diol

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Technology Process of (1S,2S,4R,4aR,6S,8S,8aS)-8-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-4-[(R)-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-propyl]-6-(tert-butyl-diphenyl-silanyloxy)-2-hydroxymethyl-decahydro-naphthalene-1,2-diol

There total 6 articles about (1S,2S,4R,4aR,6S,8S,8aS)-8-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-4-[(R)-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-propyl]-6-(tert-butyl-diphenyl-silanyloxy)-2-hydroxymethyl-decahydro-naphthalene-1,2-diol 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: 82.0%

: 832111-74-7
C₄₇H₈₀O₅Si₃

: (1S,2R,4R,4aR,6S,8S,8aS)-8-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-4-[(R)-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-propyl]-6-(tert-butyl-diphenyl-silanyloxy)-2-hydroxymethyl-decahydro-naphthalene-1,2-diol

: 832111-76-9
(1S,2S,4R,4aR,6S,8S,8aS)-8-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-4-[(R)-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-propyl]-6-(tert-butyl-diphenyl-silanyloxy)-2-hydroxymethyl-decahydro-naphthalene-1,2-diol

Guidance literature:: With sodium acetate; In 2-methoxy-ethanol; for 24h; Heating;
DOI:10.1021/jo048458x

Reference yield: 47.0%

: 832111-78-1
C₄₉H₈₂O₆Si₃

: (1S,2R,4R,4aR,6S,8S,8aS)-8-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-4-[(R)-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-propyl]-6-(tert-butyl-diphenyl-silanyloxy)-2-hydroxymethyl-decahydro-naphthalene-1,2-diol

: 832111-76-9
(1S,2S,4R,4aR,6S,8S,8aS)-8-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-4-[(R)-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-propyl]-6-(tert-butyl-diphenyl-silanyloxy)-2-hydroxymethyl-decahydro-naphthalene-1,2-diol

Guidance literature:: With sodium acetate; In 2-methoxy-ethanol; for 20h; Heating;
DOI:10.1021/jo048458x

Reference yield:

: (1R,3S,4aR,5R,8aS)-1-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-5-[(R)-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-propyl]-3-(tert-butyl-diphenyl-silanyloxy)-7-methyl-1,2,3,4,4a,5,6,8a-octahydro-naphthalene

: 832111-76-9
(1S,2S,4R,4aR,6S,8S,8aS)-8-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-4-[(R)-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-propyl]-6-(tert-butyl-diphenyl-silanyloxy)-2-hydroxymethyl-decahydro-naphthalene-1,2-diol

Guidance literature:: Multi-step reaction with 5 steps

1: 98 percent / Na₂HPO₄; m-CPBA / CH₂Cl₂ / 0.33 h / 0 °C

2: 98 percent / 2,2,6,6-tetramethylpiperidine; n-BuLi; AlClMe₂ / benzene; hexane / 2 h / 0 °C

3: 100 percent / VO(acac)2; t-BuOOH / benzene; toluene / 2 h / 20 °C

4: 87 percent / DMAP; pyridine / 16 h / 20 °C

5: 42 percent / aq. NaOAc / 2-methoxy-ethanol / 20 h / Heating

With pyridine; 2,2,6,6-tetramethyl-piperidine; tert.-butylhydroperoxide; dmap; disodium hydrogenphosphate; n-butyllithium; bis(acetylacetonate)oxovanadium; sodium acetate; dimethylaluminum chloride; 3-chloro-benzenecarboperoxoic acid; In hexane; dichloromethane; 2-methoxy-ethanol; toluene; benzene;
DOI:10.1021/jo048458x