(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

Base Information

• Chemical Name: (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
• CAS No.: 832111-73-6
• Molecular Formula: C₄₇H₈₀O₄Si₃
• Molecular Weight: 793.406

Synonyms:(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

Chemical Property of (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

Chemical Property:

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Technology Process of (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

There total 2 articles about (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 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%

(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 (832111-72-5) → (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 (832111-73-6)

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:

(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 → (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 (832111-73-6)

Guidance literature:

Multi-step reaction with 2 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

With 2,2,6,6-tetramethyl-piperidine; disodium hydrogenphosphate; n-butyllithium; dimethylaluminum chloride; 3-chloro-benzenecarboperoxoic acid; In hexane; dichloromethane; benzene;

DOI:10.1021/jo048458x

Reference yield: 100.0%

(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 (832111-73-6) → C47H80O5Si3 (832111-74-7)

Guidance literature:

With tert.-butylhydroperoxide; bis(acetylacetonate)oxovanadium; In toluene; benzene; at 20 ℃; for 2h;

DOI:10.1021/jo048458x

upstream raw materials:

(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

Downstream raw materials:

Acetic acid (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-yl ester

C₄₇H₈₀O₅Si₃

Acetic acid (1S,4S,4aR,6S,8R,8aS)-2-acetoxymethyl-6-(tert-butyl-diphenyl-silanyloxy)-4-((R)-1-formyl-2-methyl-propyl)-8-((S)-1-methyl-2-oxo-ethyl)-1,4,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl ester

Acetic acid (1S,4S,4aR,6S,8S,8aS)-2-acetoxymethyl-6-(tert-butyl-diphenyl-silanyloxy)-8-((S)-2-hydroxy-1-methyl-ethyl)-4-((R)-1-hydroxymethyl-2-methyl-propyl)-1,4,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl ester

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