(2S,4S,6S)-2-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-6-((E)-3-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-methylprop-1-en-1-yl)tetrahydro-2H-pyran-4-yl acetate

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Chemical Name:(2S,4S,6S)-2-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-6-((E)-3-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-methylprop-1-en-1-yl)tetrahydro-2H-pyran-4-yl acetate
CAS No.:1437313-04-6
Molecular Formula:C₃₄H₄₈O₆Si
Molecular Weight:580.837
Hs Code.:

Synonyms:(2S,4S,6S)-2-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-6-((E)-3-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-methylprop-1-en-1-yl)tetrahydro-2H-pyran-4-yl acetate

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Chemical Property of (2S,4S,6S)-2-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-6-((E)-3-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-methylprop-1-en-1-yl)tetrahydro-2H-pyran-4-yl acetate

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Technology Process of (2S,4S,6S)-2-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-6-((E)-3-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-methylprop-1-en-1-yl)tetrahydro-2H-pyran-4-yl acetate

There total 3 articles about (2S,4S,6S)-2-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-6-((E)-3-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-methylprop-1-en-1-yl)tetrahydro-2H-pyran-4-yl acetate 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: 88.0%

: 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

: 3396-11-0
cesium acetate

: 1437313-04-6
(2S,4S,6S)-2-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-6-((E)-3-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-methylprop-1-en-1-yl)tetrahydro-2H-pyran-4-yl acetate

Guidance literature:: With 18-crown-6 ether; In toluene; at 130 ℃; for 20h;
DOI:10.1002/chem.201202553

Reference yield:

: 1437313-03-5
C₂₉H₄₁BrO₄Si

: 1437313-04-6
(2S,4S,6S)-2-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-6-((E)-3-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-methylprop-1-en-1-yl)tetrahydro-2H-pyran-4-yl acetate

Guidance literature:: Multi-step reaction with 2 steps

1: toluene-4-sulfonic acid / 20 °C

2: 18-crown-6 ether / toluene / 20 h / 130 °C

With 18-crown-6 ether; toluene-4-sulfonic acid; In toluene;
DOI:10.1002/chem.201202553

Reference yield:

: C₃₄H₄₈O₆Si

: 1437313-04-6
(2S,4S,6S)-2-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-6-((E)-3-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-methylprop-1-en-1-yl)tetrahydro-2H-pyran-4-yl acetate

Guidance literature:: Multi-step reaction with 3 steps

1.1: stannic bromide / dichloromethane / 1.5 h / -78 °C

1.2: 0.5 h / 20 °C

2.1: toluene-4-sulfonic acid / 20 °C

3.1: 18-crown-6 ether / toluene / 20 h / 130 °C

With 18-crown-6 ether; stannic bromide; toluene-4-sulfonic acid; In dichloromethane; toluene;
DOI:10.1002/chem.201202553