[(1S,2S,3S,4S,5R,8S)-3-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-5-(tert-butyl-diphenyl-silanyloxymethyl)-1,8-bis-methoxymethoxy-2-methyl-bicyclo[2.2.2]oct-2-yl]-methanol

Base Information

• Chemical Name: [(1S,2S,3S,4S,5R,8S)-3-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-5-(tert-butyl-diphenyl-silanyloxymethyl)-1,8-bis-methoxymethoxy-2-methyl-bicyclo[2.2.2]oct-2-yl]-methanol
• CAS No.: 313944-67-1
• Molecular Formula: C₃₉H₆₄O₇Si₂
• Molecular Weight: 701.104

Synonyms:[(1S,2S,3S,4S,5R,8S)-3-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-5-(tert-butyl-diphenyl-silanyloxymethyl)-1,8-bis-methoxymethoxy-2-methyl-bicyclo[2.2.2]oct-2-yl]-methanol

Chemical Property of [(1S,2S,3S,4S,5R,8S)-3-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-5-(tert-butyl-diphenyl-silanyloxymethyl)-1,8-bis-methoxymethoxy-2-methyl-bicyclo[2.2.2]oct-2-yl]-methanol

Chemical Property:

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Technology Process of [(1S,2S,3S,4S,5R,8S)-3-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-5-(tert-butyl-diphenyl-silanyloxymethyl)-1,8-bis-methoxymethoxy-2-methyl-bicyclo[2.2.2]oct-2-yl]-methanol

There total 3 articles about [(1S,2S,3S,4S,5R,8S)-3-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-5-(tert-butyl-diphenyl-silanyloxymethyl)-1,8-bis-methoxymethoxy-2-methyl-bicyclo[2.2.2]oct-2-yl]-methanol 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: 96.0%

(1S,2R,3S,4S,5R,8S)-3-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-5-(tert-butyl-diphenyl-silanyloxymethyl)-1,8-bis-methoxymethoxy-2-methyl-bicyclo[2.2.2]octane-2-carboxylic acid methyl ester (313944-66-0) → [(1S,2S,3S,4S,5R,8S)-3-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-5-(tert-butyl-diphenyl-silanyloxymethyl)-1,8-bis-methoxymethoxy-2-methyl-bicyclo[2.2.2]oct-2-yl]-methanol (313944-67-1)

Guidance literature:

With lithium aluminium tetrahydride;

DOI:10.1016/S0040-4039(00)01413-1

Reference yield:

(1S,2R,3S,4S,5R)-3-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-5-(tert-butyl-diphenyl-silanyloxymethyl)-1-methoxymethoxy-2-methyl-8-oxo-bicyclo[2.2.2]octane-2-carboxylic acid methyl ester (313944-58-0) → [(1S,2S,3S,4S,5R,8S)-3-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-5-(tert-butyl-diphenyl-silanyloxymethyl)-1,8-bis-methoxymethoxy-2-methyl-bicyclo[2.2.2]oct-2-yl]-methanol (313944-67-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 73 percent / NaBH₄

2: 100 percent / iPr₂NEt

3: 96 percent / LiAlH₄

With sodium tetrahydroborate; lithium aluminium tetrahydride; N-ethyl-N,N-diisopropylamine; 1: Reduction / 2: Etherification / 3: Reduction;

DOI:10.1016/S0040-4039(00)01413-1

Reference yield:

(1S,2R,3S,4S,5R,8S)-3-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-5-(tert-butyl-diphenyl-silanyloxymethyl)-8-hydroxy-1-methoxymethoxy-2-methyl-bicyclo[2.2.2]octane-2-carboxylic acid methyl ester (313944-65-9) → [(1S,2S,3S,4S,5R,8S)-3-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-5-(tert-butyl-diphenyl-silanyloxymethyl)-1,8-bis-methoxymethoxy-2-methyl-bicyclo[2.2.2]oct-2-yl]-methanol (313944-67-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / iPr₂NEt

2: 96 percent / LiAlH₄

With lithium aluminium tetrahydride; N-ethyl-N,N-diisopropylamine; 1: Etherification / 2: Reduction;

DOI:10.1016/S0040-4039(00)01413-1

upstream raw materials:

(1S,2R,3S,4S,5R,8S)-3-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-5-(tert-butyl-diphenyl-silanyloxymethyl)-1,8-bis-methoxymethoxy-2-methyl-bicyclo[2.2.2]octane-2-carboxylic acid methyl ester

(1S,2R,3S,4S,5R)-3-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-5-(tert-butyl-diphenyl-silanyloxymethyl)-1-methoxymethoxy-2-methyl-8-oxo-bicyclo[2.2.2]octane-2-carboxylic acid methyl ester

(1S,2R,3S,4S,5R,8S)-3-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-5-(tert-butyl-diphenyl-silanyloxymethyl)-8-hydroxy-1-methoxymethoxy-2-methyl-bicyclo[2.2.2]octane-2-carboxylic acid methyl ester

Downstream raw materials:

(1S,2R,3S,4S,5R,8S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-1,8-bis-methoxymethoxy-2-methyl-3-(2-oxo-ethyl)-bicyclo[2.2.2]octane-2-carbaldehyde

(1R,3aS,4S,5S,7S,7aS,9R)-9-(tert-Butyl-diphenyl-silanyloxymethyl)-5,7-bis-methoxymethoxy-7a-methyl-octahydro-4,7-ethano-inden-1-ol

C₃₃H₄₆O₆Si

(1R,3aS,4S,7S,7aS,9R)-1-Benzyloxy-9-(tert-butyl-diphenyl-silanyloxymethyl)-7-hydroxy-7a-methyl-octahydro-4,7-ethano-inden-5-one

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