(2S,4R,6R)-2-((tert-butyldiphenylsilyloxy)methyl)-6-phenyltetrahydro-2H-pyran-4-ol

Base Information

Chemical Name:(2S,4R,6R)-2-((tert-butyldiphenylsilyloxy)methyl)-6-phenyltetrahydro-2H-pyran-4-ol
CAS No.:1352492-33-1
Molecular Formula:C₂₈H₃₄O₃Si
Molecular Weight:446.662
Hs Code.:

Synonyms:(2S,4R,6R)-2-((tert-butyldiphenylsilyloxy)methyl)-6-phenyltetrahydro-2H-pyran-4-ol

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Chemical Property of (2S,4R,6R)-2-((tert-butyldiphenylsilyloxy)methyl)-6-phenyltetrahydro-2H-pyran-4-ol

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Technology Process of (2S,4R,6R)-2-((tert-butyldiphenylsilyloxy)methyl)-6-phenyltetrahydro-2H-pyran-4-ol

There total 4 articles about (2S,4R,6R)-2-((tert-butyldiphenylsilyloxy)methyl)-6-phenyltetrahydro-2H-pyran-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: 82.0%

: 1352492-37-5
(2S,6R)-2-((tert-butyldiphenylsilyloxy)methyl)-6-phenyldihydro-2H-pyran-4(3H)-one

: 1352492-33-1
(2S,4R,6R)-2-((tert-butyldiphenylsilyloxy)methyl)-6-phenyltetrahydro-2H-pyran-4-ol

Guidance literature:: With sodium tetrahydroborate; cerium(III) chloride; In methanol; at -78 ℃; Inert atmosphere;
DOI:10.1016/j.tetasy.2011.10.006

Reference yield: 70.0%

: 1352492-32-0
(S)-2-((tert-butyldiphenylsilyloxy)methyl)-6-phenyl-2H-pyran-4(3H)-one

: 1352492-37-5
(2S,6R)-2-((tert-butyldiphenylsilyloxy)methyl)-6-phenyldihydro-2H-pyran-4(3H)-one

: 1352492-33-1
(2S,4R,6R)-2-((tert-butyldiphenylsilyloxy)methyl)-6-phenyltetrahydro-2H-pyran-4-ol

Guidance literature:: With palladium 10% on activated carbon; hydrogen; triethylamine; In ethanol; at 20 ℃; for 6h; stereoselective reaction; Inert atmosphere;
DOI:10.1016/j.tetasy.2011.10.006

Reference yield:

: 1352492-31-9
(S)-6-(tert-butyldiphenylsilyloxy)-5-hydroxy-1-phenylhex-1-yn-3-one

: 1352492-33-1
(2S,4R,6R)-2-((tert-butyldiphenylsilyloxy)methyl)-6-phenyltetrahydro-2H-pyran-4-ol

Guidance literature:: Multi-step reaction with 3 steps

1: silver trifluoromethanesulfonate / dichloromethane / 0.5 h / 20 °C / Darkness; Inert atmosphere

2: palladium 10% on activated carbon; hydrogen; triethylamine / ethanol / 6 h / 20 °C / Inert atmosphere

3: sodium tetrahydroborate; cerium(III) chloride / methanol / -78 °C / Inert atmosphere

With sodium tetrahydroborate; cerium(III) chloride; palladium 10% on activated carbon; hydrogen; silver trifluoromethanesulfonate; triethylamine; In methanol; ethanol; dichloromethane;
DOI:10.1016/j.tetasy.2011.10.006