(S,E)-5-((2S,6R)-6-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-4-methylenetetrahydro-2H-pyran-2-yl)-4-methylpent-4-ene-1,2-diol

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Chemical Name:(S,E)-5-((2S,6R)-6-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-4-methylenetetrahydro-2H-pyran-2-yl)-4-methylpent-4-ene-1,2-diol
CAS No.:1437313-06-8
Molecular Formula:C₃₀H₄₂O₄Si
Molecular Weight:494.747
Hs Code.:

Synonyms:(S,E)-5-((2S,6R)-6-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-4-methylenetetrahydro-2H-pyran-2-yl)-4-methylpent-4-ene-1,2-diol

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Chemical Property of (S,E)-5-((2S,6R)-6-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-4-methylenetetrahydro-2H-pyran-2-yl)-4-methylpent-4-ene-1,2-diol

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Technology Process of (S,E)-5-((2S,6R)-6-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-4-methylenetetrahydro-2H-pyran-2-yl)-4-methylpent-4-ene-1,2-diol

There total 7 articles about (S,E)-5-((2S,6R)-6-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-4-methylenetetrahydro-2H-pyran-2-yl)-4-methylpent-4-ene-1,2-diol 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: 84.0%

: 1437312-77-0
tert-butyl(2-((2R,6S)-6-((E)-3-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-methylprop-1-en-1-yl)-4-methylenetetrahydro-2H-pyran-2-yl)ethoxy)diphenylsilane

: 1437313-06-8
(S,E)-5-((2S,6R)-6-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-4-methylenetetrahydro-2H-pyran-2-yl)-4-methylpent-4-ene-1,2-diol

Guidance literature:: With copper(II) choride dihydrate; In methanol; at 60 ℃; for 1h;
DOI:10.1002/chem.201202553

Reference yield:

: C₃₂H₄₆O₅Si

: 1437313-06-8
(S,E)-5-((2S,6R)-6-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-4-methylenetetrahydro-2H-pyran-2-yl)-4-methylpent-4-ene-1,2-diol

Guidance literature:: Multi-step reaction with 3 steps

1.1: Dess-Martin periodane / dichloromethane / 0.5 h / 20 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.58 h / -78 - 0 °C / Inert atmosphere

2.2: 0.75 h / 0 - 45 °C / Inert atmosphere

3.1: copper(II) choride dihydrate / methanol / 1 h / 60 °C

With n-butyllithium; copper(II) choride dihydrate; Dess-Martin periodane; In tetrahydrofuran; methanol; hexane; dichloromethane;
DOI:10.1002/chem.201202553

Reference yield:

: 1437312-76-9
(2-((2S,4R,6S)-4-bromo-6-((E)-3-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-methyl prop-1-en-1-yl)tetrahydro-2H-pyran-2-yl)ethoxy)(tert-butyl)diphenylsilane

: 1437313-06-8
(S,E)-5-((2S,6R)-6-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-4-methylenetetrahydro-2H-pyran-2-yl)-4-methylpent-4-ene-1,2-diol

Guidance literature:: Multi-step reaction with 5 steps

1.1: 18-crown-6 ether / toluene / 20 h / 130 °C

2.1: potassium carbonate / methanol; water / 4 h / 20 °C

3.1: Dess-Martin periodane / dichloromethane / 0.5 h / 20 °C

4.1: n-butyllithium / tetrahydrofuran; hexane / 0.58 h / -78 - 0 °C / Inert atmosphere

4.2: 0.75 h / 0 - 45 °C / Inert atmosphere

5.1: copper(II) choride dihydrate / methanol / 1 h / 60 °C

With n-butyllithium; copper(II) choride dihydrate; 18-crown-6 ether; potassium carbonate; Dess-Martin periodane; In tetrahydrofuran; methanol; hexane; dichloromethane; water; toluene;
DOI:10.1002/chem.201202553