(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)-1-hydroxy-decahydro-naphthalene-2-carbaldehyde

Base Information

Chemical Name:(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)-1-hydroxy-decahydro-naphthalene-2-carbaldehyde
CAS No.:832111-75-8
Molecular Formula:C₄₇H₈₀O₅Si₃
Molecular Weight:809.406
Hs Code.:

(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)-1-hydroxy-decahydro-naphthalene-2-carbaldehyde

Synonyms:(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)-1-hydroxy-decahydro-naphthalene-2-carbaldehyde

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Chemical Property of (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)-1-hydroxy-decahydro-naphthalene-2-carbaldehyde

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Technology Process of (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)-1-hydroxy-decahydro-naphthalene-2-carbaldehyde

There total 4 articles about (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)-1-hydroxy-decahydro-naphthalene-2-carbaldehyde 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: 36.0%

: 832111-74-7
C₄₇H₈₀O₅Si₃

: 832111-75-8
(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)-1-hydroxy-decahydro-naphthalene-2-carbaldehyde

Guidance literature:: With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; dimethylaluminum chloride; In hexane; benzene; at 0 ℃; for 4h;
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

: 832111-75-8
(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)-1-hydroxy-decahydro-naphthalene-2-carbaldehyde

Guidance literature:: Multi-step reaction with 4 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: 36 percent / 2,2,6,6-tetramethylpiperidine; n-BuLi; AlClMe₂ / benzene; hexane / 4 h / 0 °C

With 2,2,6,6-tetramethyl-piperidine; tert.-butylhydroperoxide; disodium hydrogenphosphate; n-butyllithium; bis(acetylacetonate)oxovanadium; dimethylaluminum chloride; 3-chloro-benzenecarboperoxoic acid; In hexane; dichloromethane; toluene; benzene;
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

: 832111-75-8
(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)-1-hydroxy-decahydro-naphthalene-2-carbaldehyde

Guidance literature:: Multi-step reaction with 3 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: 36 percent / 2,2,6,6-tetramethylpiperidine; n-BuLi; AlClMe₂ / benzene; hexane / 4 h / 0 °C

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