(S)-1-((2R,6S)-6-((S)-4-(tert-butyldiphenylsilyloxy)-2-(4-methoxybenzyloxy)butyl)-4-methylenetetrahydro-2H-pyran-2-yl)-4-((trimethylsilyl)methyl)pent-4-en-2-ol

Base Information

Chemical Name:(S)-1-((2R,6S)-6-((S)-4-(tert-butyldiphenylsilyloxy)-2-(4-methoxybenzyloxy)butyl)-4-methylenetetrahydro-2H-pyran-2-yl)-4-((trimethylsilyl)methyl)pent-4-en-2-ol
CAS No.:1028481-48-2
Molecular Formula:C₄₃H₆₂O₅Si₂
Molecular Weight:715.133
Hs Code.:

(S)-1-((2R,6S)-6-((S)-4-(tert-butyldiphenylsilyloxy)-2-(4-methoxybenzyloxy)butyl)-4-methylenetetrahydro-2H-pyran-2-yl)-4-((trimethylsilyl)methyl)pent-4-en-2-ol

Synonyms:(S)-1-((2R,6S)-6-((S)-4-(tert-butyldiphenylsilyloxy)-2-(4-methoxybenzyloxy)butyl)-4-methylenetetrahydro-2H-pyran-2-yl)-4-((trimethylsilyl)methyl)pent-4-en-2-ol

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Chemical Property of (S)-1-((2R,6S)-6-((S)-4-(tert-butyldiphenylsilyloxy)-2-(4-methoxybenzyloxy)butyl)-4-methylenetetrahydro-2H-pyran-2-yl)-4-((trimethylsilyl)methyl)pent-4-en-2-ol

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Technology Process of (S)-1-((2R,6S)-6-((S)-4-(tert-butyldiphenylsilyloxy)-2-(4-methoxybenzyloxy)butyl)-4-methylenetetrahydro-2H-pyran-2-yl)-4-((trimethylsilyl)methyl)pent-4-en-2-ol

There total 9 articles about (S)-1-((2R,6S)-6-((S)-4-(tert-butyldiphenylsilyloxy)-2-(4-methoxybenzyloxy)butyl)-4-methylenetetrahydro-2H-pyran-2-yl)-4-((trimethylsilyl)methyl)pent-4-en-2-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: 81.0%

: 1028481-73-3
ethyl (R)-4-((2R,6S)-6-((S)-4-(tert-butyldiphenylsilyloxy)-2-(4-methoxybenzyloxy)butyl)-4-methylenetetrahydro-2H-pyran-2-yl)-3-(trimethylsilyloxy)butanoate

: 13170-43-9
(trimethylsilyl)methylmagnesium chloride

: 1028481-48-2
(S)-1-((2R,6S)-6-((S)-4-(tert-butyldiphenylsilyloxy)-2-(4-methoxybenzyloxy)butyl)-4-methylenetetrahydro-2H-pyran-2-yl)-4-((trimethylsilyl)methyl)pent-4-en-2-ol

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

ethyl (R)-4-((2R,6S)-6-((S)-4-(tert-butyldiphenylsilyloxy)-2-(4-methoxybenzyloxy)butyl)-4-methylenetetrahydro-2H-pyran-2-yl)-3-(trimethylsilyloxy)butanoate; In tetrahydrofuran; at -78 - 20 ℃; Further stages.;
DOI:10.1021/ja8022169

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

: 1028481-48-2
(S)-1-((2R,6S)-6-((S)-4-(tert-butyldiphenylsilyloxy)-2-(4-methoxybenzyloxy)butyl)-4-methylenetetrahydro-2H-pyran-2-yl)-4-((trimethylsilyl)methyl)pent-4-en-2-ol

Guidance literature:: Multi-step reaction with 3 steps

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

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

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

3.2: 20 °C

With dmap; cerium(III) chloride; triethylamine; In tetrahydrofuran; methanol; dichloromethane;

Reference yield:

: 854749-31-8
(4S,6S)-8-(tert-Butyl-diphenyl-silanyloxy)-6-(4-methoxy-benzyloxy)-2-trimethylsilanylmethyl-oct-1-en-4-ol

: 1028481-48-2
(S)-1-((2R,6S)-6-((S)-4-(tert-butyldiphenylsilyloxy)-2-(4-methoxybenzyloxy)butyl)-4-methylenetetrahydro-2H-pyran-2-yl)-4-((trimethylsilyl)methyl)pent-4-en-2-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: trimethylsilyl trifluoromethanesulfonate / diethyl ether / 1 h / -78 °C / Inert atmosphere

2.1: water; toluene-4-sulfonic acid / methanol; benzene / 5 h / 20 °C / Inert atmosphere

3.1: triethylamine / dichloromethane / 12 h / 20 °C / Inert atmosphere

4.1: cerium(III) chloride / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

4.2: -78 - 20 °C / Inert atmosphere

4.3: -78 - 20 °C

With cerium(III) chloride; trimethylsilyl trifluoromethanesulfonate; water; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; benzene;