(2S,3R,5R,6S)-2,6-Dibenzyloxy-3,7-bis(tert-butyldimethylsiloxy)-5-(p-methoxybenzyloxy)-4,4-dimethylheptanol

Base Information

Chemical Name:(2S,3R,5R,6S)-2,6-Dibenzyloxy-3,7-bis(tert-butyldimethylsiloxy)-5-(p-methoxybenzyloxy)-4,4-dimethylheptanol
CAS No.:163275-41-0
Molecular Formula:C₄₃H₆₈O₇Si₂
Molecular Weight:753.18
Hs Code.:

Synonyms:(2S,3R,5R,6S)-2,6-Dibenzyloxy-3,7-bis(tert-butyldimethylsiloxy)-5-(p-methoxybenzyloxy)-4,4-dimethylheptanol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S,3R,5R,6S)-2,6-Dibenzyloxy-3,7-bis(tert-butyldimethylsiloxy)-5-(p-methoxybenzyloxy)-4,4-dimethylheptanol

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Technology Process of (2S,3R,5R,6S)-2,6-Dibenzyloxy-3,7-bis(tert-butyldimethylsiloxy)-5-(p-methoxybenzyloxy)-4,4-dimethylheptanol

There total 17 articles about (2S,3R,5R,6S)-2,6-Dibenzyloxy-3,7-bis(tert-butyldimethylsiloxy)-5-(p-methoxybenzyloxy)-4,4-dimethylheptanol 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%

: 163275-36-3
Methyl (2R,3R,5R,6S)-2,6-dibenzyloxy-3,7-bis(tert-butyldimethylsiloxy)-5-(p-methoxybenzyloxy)-4,4-dimethylheptanoate

: 163275-41-0
(2S,3R,5R,6S)-2,6-Dibenzyloxy-3,7-bis(tert-butyldimethylsiloxy)-5-(p-methoxybenzyloxy)-4,4-dimethylheptanol

Guidance literature:: With diisobutylaluminium hydride; In toluene; at -78 ℃;
DOI:10.1246/cl.1995.179

Reference yield: 81.0%

: 163275-36-3
Methyl (2R,3R,5R,6S)-2,6-dibenzyloxy-3,7-bis(tert-butyldimethylsiloxy)-5-(p-methoxybenzyloxy)-4,4-dimethylheptanoate

: 163275-41-0
(2S,3R,5R,6S)-2,6-Dibenzyloxy-3,7-bis(tert-butyldimethylsiloxy)-5-(p-methoxybenzyloxy)-4,4-dimethylheptanol

: 182265-34-5
(2R,3R,5R,6S)-2,6-Dibenzyloxy-3,7-bis(tert-butyldimethylsiloxy)-5-(p-methoxybenzyloxy)-4,4-dimethylheptanal

Guidance literature:: With diisobutylaluminium hydride; In toluene; at -78 ℃; for 1h;
DOI:10.1002/(sici)1521-3765(19990104)5:1<121::aid-chem121>3.3.co;2-f

Reference yield:

: 31600-43-8
methyl 2-(benzyloxy)acetate

: 163275-41-0
(2S,3R,5R,6S)-2,6-Dibenzyloxy-3,7-bis(tert-butyldimethylsiloxy)-5-(p-methoxybenzyloxy)-4,4-dimethylheptanol

Guidance literature:: Multi-step reaction with 4 steps

1: 83 percent / hexamethyldisilazane; n-BuLi / hexane; tetrahydrofuran / -78 - 20 °C

2: 87 percent / MgBr₂*Et₂O / toluene / 1 h / -19 °C

3: 100 percent / 2,6-lutidine / CH₂Cl₂ / 0 °C

4: DIBAL / toluene / -78 °C

With 2,6-dimethylpyridine; n-butyllithium; diisobutylaluminium hydride; 1,1,1,3,3,3-hexamethyl-disilazane; magnesium bromide; In tetrahydrofuran; hexane; dichloromethane; toluene;
DOI:10.1246/bcsj.74.113