(2S,4R,6S)-2-((S)-4-(tertbutyldiphenylsilyloxy)-2-(4-methoxybenzyloxy)butyl)-6-((S)-2-hydroxy-4-((trimethylsilyl) methyl)pent-4-enyl)tetrahydro-2H-pyran-4-ol

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Chemical Name:(2S,4R,6S)-2-((S)-4-(tertbutyldiphenylsilyloxy)-2-(4-methoxybenzyloxy)butyl)-6-((S)-2-hydroxy-4-((trimethylsilyl) methyl)pent-4-enyl)tetrahydro-2H-pyran-4-ol
CAS No.:1159611-51-4
Molecular Formula:C₄₂H₆₂O₆Si₂
Molecular Weight:719.122
Hs Code.:

(2S,4R,6S)-2-((S)-4-(tertbutyldiphenylsilyloxy)-2-(4-methoxybenzyloxy)butyl)-6-((S)-2-hydroxy-4-((trimethylsilyl) methyl)pent-4-enyl)tetrahydro-2H-pyran-4-ol

Synonyms:(2S,4R,6S)-2-((S)-4-(tertbutyldiphenylsilyloxy)-2-(4-methoxybenzyloxy)butyl)-6-((S)-2-hydroxy-4-((trimethylsilyl) methyl)pent-4-enyl)tetrahydro-2H-pyran-4-ol

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Chemical Property of (2S,4R,6S)-2-((S)-4-(tertbutyldiphenylsilyloxy)-2-(4-methoxybenzyloxy)butyl)-6-((S)-2-hydroxy-4-((trimethylsilyl) methyl)pent-4-enyl)tetrahydro-2H-pyran-4-ol

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Technology Process of (2S,4R,6S)-2-((S)-4-(tertbutyldiphenylsilyloxy)-2-(4-methoxybenzyloxy)butyl)-6-((S)-2-hydroxy-4-((trimethylsilyl) methyl)pent-4-enyl)tetrahydro-2H-pyran-4-ol

There total 12 articles about (2S,4R,6S)-2-((S)-4-(tertbutyldiphenylsilyloxy)-2-(4-methoxybenzyloxy)butyl)-6-((S)-2-hydroxy-4-((trimethylsilyl) methyl)pent-4-enyl)tetrahydro-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: 71.0%

: 1159611-63-8
(R)-ethyl 4-((2R,4S,6R)-6-((S)-4-(tert-butyldiphenylsilyloxy)-2-(4-methoxybenzyloxy)butyl)-4-(trimethylsilyloxy)tetrahydro-2H-pyran-2-yl)-3-(trimethylsilyloxy)butanoate

: 13170-43-9
(trimethylsilyl)methylmagnesium chloride

: 1159611-51-4
(2S,4R,6S)-2-((S)-4-(tertbutyldiphenylsilyloxy)-2-(4-methoxybenzyloxy)butyl)-6-((S)-2-hydroxy-4-((trimethylsilyl) methyl)pent-4-enyl)tetrahydro-2H-pyran-4-ol

Guidance literature:: (trimethylsilyl)methylmagnesium chloride; With cerium(III) chloride; In tetrahydrofuran; at -78 ℃; for 1h;

(R)-ethyl 4-((2R,4S,6R)-6-((S)-4-(tert-butyldiphenylsilyloxy)-2-(4-methoxybenzyloxy)butyl)-4-(trimethylsilyloxy)tetrahydro-2H-pyran-2-yl)-3-(trimethylsilyloxy)butanoate; In tetrahydrofuran; at 20 ℃;

Reference yield: 71.0%

: 1159611-63-8
(R)-ethyl 4-((2R,4S,6R)-6-((S)-4-(tert-butyldiphenylsilyloxy)-2-(4-methoxybenzyloxy)butyl)-4-(trimethylsilyloxy)tetrahydro-2H-pyran-2-yl)-3-(trimethylsilyloxy)butanoate

: 2344-80-1
Chloromethyltrimethylsilane

: 1159611-51-4
(2S,4R,6S)-2-((S)-4-(tertbutyldiphenylsilyloxy)-2-(4-methoxybenzyloxy)butyl)-6-((S)-2-hydroxy-4-((trimethylsilyl) methyl)pent-4-enyl)tetrahydro-2H-pyran-4-ol

Guidance literature:: Chloromethyltrimethylsilane; With iodine; magnesium; In tetrahydrofuran; at 20 ℃; Reflux;

With cerium(III) chloride; In tetrahydrofuran; at -78 ℃; for 1h;

(R)-ethyl 4-((2R,4S,6R)-6-((S)-4-(tert-butyldiphenylsilyloxy)-2-(4-methoxybenzyloxy)butyl)-4-(trimethylsilyloxy)tetrahydro-2H-pyran-2-yl)-3-(trimethylsilyloxy)butanoate; Further stages;
DOI:10.1021/ol900585t

Reference yield:

: 1028481-69-7
ethyl (R)-4-((2R,6S)-6-((S)-4-(hydroxy)-2-(4-methoxybenzyloxy)butyl)-4-methylenetetrahydro-2H-pyran-2-yl)-3-hydroxy-butanoate

: 1159611-51-4
(2S,4R,6S)-2-((S)-4-(tertbutyldiphenylsilyloxy)-2-(4-methoxybenzyloxy)butyl)-6-((S)-2-hydroxy-4-((trimethylsilyl) methyl)pent-4-enyl)tetrahydro-2H-pyran-4-ol

Guidance literature:: Multi-step reaction with 6 steps

1.1: dmap; triethylamine / dichloromethane; methanol / 12 h / 20 °C

2.1: triethylamine / dichloromethane / 12 h / 20 °C

3.1: sodium hydrogencarbonate; ozone / dichloromethane / 0.02 h / -78 °C

4.1: methanol; sodium tetrahydroborate / 0.5 h / 0 °C

5.1: triethylamine / dichloromethane / 12 h / 20 °C

6.1: cerium(III) chloride / tetrahydrofuran / 1 h / -78 °C

6.2: 20 °C

With methanol; dmap; sodium tetrahydroborate; cerium(III) chloride; sodium hydrogencarbonate; ozone; triethylamine; In tetrahydrofuran; methanol; dichloromethane;