(1aR,3R,3aR,5S,7S,7aS,7bS)-7-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-3-[(R)-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-propyl]-5-(tert-butyl-diphenyl-silanyloxy)-1a-methyl-decahydro-1-oxa-cyclopropa[a]naphthalene

Base Information

Chemical Name:(1aR,3R,3aR,5S,7S,7aS,7bS)-7-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-3-[(R)-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-propyl]-5-(tert-butyl-diphenyl-silanyloxy)-1a-methyl-decahydro-1-oxa-cyclopropa[a]naphthalene
CAS No.:832111-72-5
Molecular Formula:C₄₇H₈₀O₄Si₃
Molecular Weight:793.406
Hs Code.:

(1aR,3R,3aR,5S,7S,7aS,7bS)-7-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-3-[(R)-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-propyl]-5-(tert-butyl-diphenyl-silanyloxy)-1a-methyl-decahydro-1-oxa-cyclopropa[a]naphthalene

Synonyms:(1aR,3R,3aR,5S,7S,7aS,7bS)-7-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-3-[(R)-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-propyl]-5-(tert-butyl-diphenyl-silanyloxy)-1a-methyl-decahydro-1-oxa-cyclopropa[a]naphthalene

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Chemical Property of (1aR,3R,3aR,5S,7S,7aS,7bS)-7-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-3-[(R)-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-propyl]-5-(tert-butyl-diphenyl-silanyloxy)-1a-methyl-decahydro-1-oxa-cyclopropa[a]naphthalene

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Technology Process of (1aR,3R,3aR,5S,7S,7aS,7bS)-7-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-3-[(R)-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-propyl]-5-(tert-butyl-diphenyl-silanyloxy)-1a-methyl-decahydro-1-oxa-cyclopropa[a]naphthalene

There total 1 articles about (1aR,3R,3aR,5S,7S,7aS,7bS)-7-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-3-[(R)-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-propyl]-5-(tert-butyl-diphenyl-silanyloxy)-1a-methyl-decahydro-1-oxa-cyclopropa[a]naphthalene 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: 98.0%

: (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

: 832111-72-5
(1aR,3R,3aR,5S,7S,7aS,7bS)-7-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-3-[(R)-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-propyl]-5-(tert-butyl-diphenyl-silanyloxy)-1a-methyl-decahydro-1-oxa-cyclopropa[a]naphthalene

Guidance literature:: With disodium hydrogenphosphate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃; for 0.333333h;
DOI:10.1021/jo048458x

Reference yield: 98.0%

: 832111-72-5
(1aR,3R,3aR,5S,7S,7aS,7bS)-7-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-3-[(R)-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-propyl]-5-(tert-butyl-diphenyl-silanyloxy)-1a-methyl-decahydro-1-oxa-cyclopropa[a]naphthalene

: 832111-73-6
(1S,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-methylene-decahydro-naphthalen-1-ol

Guidance literature:: With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; dimethylaluminum chloride; In hexane; benzene; at 0 ℃; for 2h;
DOI:10.1021/jo048458x

Reference yield:

: 832111-72-5
(1aR,3R,3aR,5S,7S,7aS,7bS)-7-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-3-[(R)-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-propyl]-5-(tert-butyl-diphenyl-silanyloxy)-1a-methyl-decahydro-1-oxa-cyclopropa[a]naphthalene

: (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

Guidance literature:: Multi-step reaction with 4 steps

1: 98 percent / 2,2,6,6-tetramethylpiperidine; n-BuLi; AlClMe₂ / benzene; hexane / 2 h / 0 °C

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

3: 87 percent / DMAP; pyridine / 16 h / 20 °C

4: 47 percent / aq. NaOAc / 2-methoxy-ethanol / 20 h / Heating

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