(2S,3R,4S,6S)-6-(((tert-butyldimethylsilyl)oxy)methyl)-2-(2-((4-methoxybenzyl)oxy)ethyl)-3-methyltetrahydro-2H-pyran-4-ol

Base Information

Chemical Name:(2S,3R,4S,6S)-6-(((tert-butyldimethylsilyl)oxy)methyl)-2-(2-((4-methoxybenzyl)oxy)ethyl)-3-methyltetrahydro-2H-pyran-4-ol
CAS No.:1381848-57-2
Molecular Formula:C₂₃H₄₀O₅Si
Molecular Weight:424.653
Hs Code.:

Synonyms:(2S,3R,4S,6S)-6-(((tert-butyldimethylsilyl)oxy)methyl)-2-(2-((4-methoxybenzyl)oxy)ethyl)-3-methyltetrahydro-2H-pyran-4-ol

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Chemical Property of (2S,3R,4S,6S)-6-(((tert-butyldimethylsilyl)oxy)methyl)-2-(2-((4-methoxybenzyl)oxy)ethyl)-3-methyltetrahydro-2H-pyran-4-ol

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Technology Process of (2S,3R,4S,6S)-6-(((tert-butyldimethylsilyl)oxy)methyl)-2-(2-((4-methoxybenzyl)oxy)ethyl)-3-methyltetrahydro-2H-pyran-4-ol

There total 5 articles about (2S,3R,4S,6S)-6-(((tert-butyldimethylsilyl)oxy)methyl)-2-(2-((4-methoxybenzyl)oxy)ethyl)-3-methyltetrahydro-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: 94.0%

: 1381848-55-0
(2S,3S,6S)-6-(((tert-butyldimethylsilyl)oxy)methyl)-2-(2-((4-methoxybenzyl)oxy)ethyl)-3-methyltetrahydro-4H-pyran-4-one

: 1381848-57-2
(2S,3R,4S,6S)-6-(((tert-butyldimethylsilyl)oxy)methyl)-2-(2-((4-methoxybenzyl)oxy)ethyl)-3-methyltetrahydro-2H-pyran-4-ol

Guidance literature:: With sodium tetrahydroborate; cerium(III) chloride heptahydrate; In methanol; at -20 ℃; for 0.666667h;
DOI:10.1021/ol301278e

Reference yield:

: 1381848-54-9
C₂₆H₄₆O₅Si₂

: 1381848-57-2
(2S,3R,4S,6S)-6-(((tert-butyldimethylsilyl)oxy)methyl)-2-(2-((4-methoxybenzyl)oxy)ethyl)-3-methyltetrahydro-2H-pyran-4-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: potassium carbonate / methanol / 0.5 h / 20 °C

1.2: 20 °C

2.1: sodium tetrahydroborate; cerium(III) chloride heptahydrate / methanol / 0.67 h / -20 °C

With sodium tetrahydroborate; cerium(III) chloride heptahydrate; potassium carbonate; In methanol;
DOI:10.1021/ol301278e

Reference yield:

: C₁₈H₂₈O₃Si

: 1381848-57-2
(2S,3R,4S,6S)-6-(((tert-butyldimethylsilyl)oxy)methyl)-2-(2-((4-methoxybenzyl)oxy)ethyl)-3-methyltetrahydro-2H-pyran-4-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: CrCl(C₆H₂(O)(C₁₀H₁₅)(CH₃)(CHNC₉H₈O)) / 20.5 h / 20 °C / Molecular sieve

2.1: potassium carbonate / methanol / 0.5 h / 20 °C

2.2: 20 °C

3.1: sodium tetrahydroborate; cerium(III) chloride heptahydrate / methanol / 0.67 h / -20 °C

With sodium tetrahydroborate; CrCl(C₆H₂(O)(C₁₀H₁₅)(CH₃)(CHNC₉H₈O)); cerium(III) chloride heptahydrate; potassium carbonate; In methanol;
DOI:10.1021/ol301278e