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

Base Information

Chemical Name:(2R,3R,5R,6S)-2,6-Dibenzyloxy-3,7-bis(tert-butyldimethylsiloxy)-5-(p-methoxybenzyloxy)-4,4-dimethylheptanal
CAS No.:182265-34-5
Molecular Formula:C₄₃H₆₆O₇Si₂
Molecular Weight:751.164
Hs Code.:

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

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

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

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

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

Guidance literature:: Multi-step reaction with 5 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

5: 94 percent / oxalyl chloride; DMSO / CH₂Cl₂ / -78 - 20 °C

With 2,6-dimethylpyridine; n-butyllithium; oxalyl dichloride; diisobutylaluminium hydride; dimethyl sulfoxide; 1,1,1,3,3,3-hexamethyl-disilazane; magnesium bromide; In tetrahydrofuran; hexane; dichloromethane; toluene; 5: Swern's oxidation;
DOI:10.1246/bcsj.74.113

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

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

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / 2,6-lutidine / CH₂Cl₂ / 0 °C

2: DIBAL / toluene / -78 °C

3: 94 percent / oxalyl chloride; DMSO / CH₂Cl₂ / -78 - 20 °C

With 2,6-dimethylpyridine; oxalyl dichloride; diisobutylaluminium hydride; dimethyl sulfoxide; In dichloromethane; toluene; 3: Swern's oxidation;
DOI:10.1246/bcsj.74.113