((2S,5S,6R)-6-(2-(tert-butyldiphenylsilyloxy)ethyl)-5-methyltetrahydro-2H-pyran-2-yl)methanol

Base Information

Chemical Name:((2S,5S,6R)-6-(2-(tert-butyldiphenylsilyloxy)ethyl)-5-methyltetrahydro-2H-pyran-2-yl)methanol
CAS No.:623566-59-6
Molecular Formula:C₂₅H₃₆O₃Si
Molecular Weight:412.645
Hs Code.:

Synonyms:((2S,5S,6R)-6-(2-(tert-butyldiphenylsilyloxy)ethyl)-5-methyltetrahydro-2H-pyran-2-yl)methanol

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Chemical Property of ((2S,5S,6R)-6-(2-(tert-butyldiphenylsilyloxy)ethyl)-5-methyltetrahydro-2H-pyran-2-yl)methanol

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Technology Process of ((2S,5S,6R)-6-(2-(tert-butyldiphenylsilyloxy)ethyl)-5-methyltetrahydro-2H-pyran-2-yl)methanol

There total 6 articles about ((2S,5S,6R)-6-(2-(tert-butyldiphenylsilyloxy)ethyl)-5-methyltetrahydro-2H-pyran-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: 95.0%

: 1126107-30-9
(2S,5S,6R)-isopropyl 6-(2-(tert-butyldiphenylsilyloxy)ethyl)-5-methyltetrahydro-2H-pyran-2-carboxylate

: 623566-59-6
((2S,5S,6R)-6-(2-(tert-butyldiphenylsilyloxy)ethyl)-5-methyltetrahydro-2H-pyran-2-yl)methanol

Guidance literature:: With lithium borohydride; In diethyl ether; at 0 - 20 ℃; Inert atmosphere;
DOI:10.1021/jo802269q

Reference yield: 90.0%

: 623566-58-5
(6S)-[2-(tert-butyldiphenylsilyl)-ethyl]-(5S)-methyl-tetrahydropyran-(2S)-carboxylic acid methyl ester

: 623566-59-6
((2S,5S,6R)-6-(2-(tert-butyldiphenylsilyloxy)ethyl)-5-methyltetrahydro-2H-pyran-2-yl)methanol

Guidance literature:: With diisobutylaluminium hydride; In hexane; dichloromethane; at 0 ℃; for 2.5h;
DOI:10.1021/ol035581m

Reference yield:

: methyl (2R,3S)-(E)-3-(dimethyl(phenyl)silyl)-2-(trimethylsilyloxy)-hex-4-enoate

: 623566-59-6
((2S,5S,6R)-6-(2-(tert-butyldiphenylsilyloxy)ethyl)-5-methyltetrahydro-2H-pyran-2-yl)methanol

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / TMSOTf / CH₂Cl₂ / 4 h / -50 °C

2: 99 percent / H₂ / Pd/C / ethyl acetate / 18 h / 20 °C / 760 Torr

3: 76 percent / aq. CH₃CO₃H; Hg(OAc)2 / 1 h / 20 °C

4: 99 percent / imidazole / dimethylformamide / 12 h / 0 - 20 °C

5: 90 percent / Dibal-H / CH₂Cl₂; hexane / 2.5 h / 0 °C

With 1H-imidazole; peracetic acid; trimethylsilyl trifluoromethanesulfonate; mercury(II) diacetate; hydrogen; diisobutylaluminium hydride; palladium on activated charcoal; In hexane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/ol035581m