(2S,4R,6S)-2-(4''-methoxyphenethyl)-6-[4'''-benzyloxy-3'''-4-[(tert-butyldimethylsilyl)oxy]phenyl]tetrahydropyran-4-ol

Base Information

Chemical Name:(2S,4R,6S)-2-(4''-methoxyphenethyl)-6-[4'''-benzyloxy-3'''-4-[(tert-butyldimethylsilyl)oxy]phenyl]tetrahydropyran-4-ol
CAS No.:1440432-64-3
Molecular Formula:C₃₃H₄₄O₅Si
Molecular Weight:548.795
Hs Code.:

Synonyms:(2S,4R,6S)-2-(4''-methoxyphenethyl)-6-[4'''-benzyloxy-3'''-4-[(tert-butyldimethylsilyl)oxy]phenyl]tetrahydropyran-4-ol

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Chemical Property of (2S,4R,6S)-2-(4''-methoxyphenethyl)-6-[4'''-benzyloxy-3'''-4-[(tert-butyldimethylsilyl)oxy]phenyl]tetrahydropyran-4-ol

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Technology Process of (2S,4R,6S)-2-(4''-methoxyphenethyl)-6-[4'''-benzyloxy-3'''-4-[(tert-butyldimethylsilyl)oxy]phenyl]tetrahydropyran-4-ol

There total 3 articles about (2S,4R,6S)-2-(4''-methoxyphenethyl)-6-[4'''-benzyloxy-3'''-4-[(tert-butyldimethylsilyl)oxy]phenyl]tetrahydropyran-4-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: 37.0%

: 1440432-63-2
(2'S,4'R,6'S)-2'-(4'''-methoxyphenethyl)-6'-[4''''-benzyloxy-3''''-4-[(tert-butyldimethylsilyl)oxy]phenyl]-tetrahydropyran-4'-yl acetate

: 1440432-64-3
(2S,4R,6S)-2-(4''-methoxyphenethyl)-6-[4'''-benzyloxy-3'''-4-[(tert-butyldimethylsilyl)oxy]phenyl]tetrahydropyran-4-ol

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1002/anie.201205728

Reference yield:

: 922167-72-4
(-)-(3S)-1-(4-methoxyphenyl)hex-5-en-3-ol

: 1440432-64-3
(2S,4R,6S)-2-(4''-methoxyphenethyl)-6-[4'''-benzyloxy-3'''-4-[(tert-butyldimethylsilyl)oxy]phenyl]tetrahydropyran-4-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: acetic acid / dichloromethane / 0.17 h / 20 °C / Inert atmosphere

1.2: 18 h / 20 °C / Inert atmosphere

2.1: diisobutylaluminium hydride / dichloromethane / 2 h / 20 °C

With diisobutylaluminium hydride; acetic acid; In dichloromethane;
DOI:10.1002/anie.201205728

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1440432-64-3
(2S,4R,6S)-2-(4''-methoxyphenethyl)-6-[4'''-benzyloxy-3'''-4-[(tert-butyldimethylsilyl)oxy]phenyl]tetrahydropyran-4-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: 1H-imidazole; dmap / dichloromethane / 16 h / 0 - 20 °C / Inert atmosphere

2.1: acetic acid / dichloromethane / 0.17 h / 20 °C / Inert atmosphere

2.2: 18 h / 20 °C / Inert atmosphere

3.1: diisobutylaluminium hydride / dichloromethane / 2 h / 20 °C

With 1H-imidazole; dmap; diisobutylaluminium hydride; acetic acid; In dichloromethane;
DOI:10.1002/anie.201205728