(2S,4S,6R)-tert-butyl(4,6-diethyl-2-phenyl-6-vinyl-1,3-dioxan-4-ylmethoxy)diphenylsilane

Base Information

Chemical Name:(2S,4S,6R)-tert-butyl(4,6-diethyl-2-phenyl-6-vinyl-1,3-dioxan-4-ylmethoxy)diphenylsilane
CAS No.:916501-92-3
Molecular Formula:C₃₃H₄₂O₃Si
Molecular Weight:514.78
Hs Code.:

Synonyms:(2S,4S,6R)-tert-butyl(4,6-diethyl-2-phenyl-6-vinyl-1,3-dioxan-4-ylmethoxy)diphenylsilane

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Chemical Property of (2S,4S,6R)-tert-butyl(4,6-diethyl-2-phenyl-6-vinyl-1,3-dioxan-4-ylmethoxy)diphenylsilane

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Technology Process of (2S,4S,6R)-tert-butyl(4,6-diethyl-2-phenyl-6-vinyl-1,3-dioxan-4-ylmethoxy)diphenylsilane

There total 6 articles about (2S,4S,6R)-tert-butyl(4,6-diethyl-2-phenyl-6-vinyl-1,3-dioxan-4-ylmethoxy)diphenylsilane 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: 59.0%

: (3R,5S)-5-(tert-butyldiphenylsilanyloxymethyl)-3-ethylhept-5-ene-3,5-diol

: 1125-88-8
benzaldehyde dimethyl acetal

: 916501-92-3
(2S,4S,6R)-tert-butyl(4,6-diethyl-2-phenyl-6-vinyl-1,3-dioxan-4-ylmethoxy)diphenylsilane

: (2R,4S,6R)-tert-butyl(4,6-diethyl-2-phenyl-6-vinyl-1,3-dioxan-4-ylmethoxy)diphenylsilane

Guidance literature:: With toluene-4-sulfonic acid; In dichloromethane;
DOI:10.1021/ol0618656

Reference yield:

: 916501-67-2
(R)-tert-butyl-(2-ethoxyoxiranylmethoxy)diphenylsilane

: 916501-92-3
(2S,4S,6R)-tert-butyl(4,6-diethyl-2-phenyl-6-vinyl-1,3-dioxan-4-ylmethoxy)diphenylsilane

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 1 h / -78 °C

1.2: 97 percent / tetrahydrofuran; hexane / 15 h / -30 °C

2.1: 79 percent / HgO; HgCl₂ / methanol; propan-2-ol; H₂O / 24 h

3.1: CeCl₃ / tetrahydrofuran / 1 h / -20 °C

3.2: 48 percent / tetrahydrofuran / 1 h / 0 °C

4.1: 59 percent / p-TsOH / CH₂Cl₂

With n-butyllithium; cerium(III) chloride; toluene-4-sulfonic acid; mercury dichloride; mercury(II) oxide; In tetrahydrofuran; methanol; hexane; dichloromethane; water; isopropyl alcohol;
DOI:10.1021/ol0618656

Reference yield:

: (S)-5-(tert-butyldiphenylsilanyloxymethyl)-5-hydroxyheptan-3-one

: 916501-92-3
(2S,4S,6R)-tert-butyl(4,6-diethyl-2-phenyl-6-vinyl-1,3-dioxan-4-ylmethoxy)diphenylsilane

Guidance literature:: Multi-step reaction with 2 steps

1.1: CeCl₃ / tetrahydrofuran / 1 h / -20 °C

1.2: 48 percent / tetrahydrofuran / 1 h / 0 °C

2.1: 59 percent / p-TsOH / CH₂Cl₂

With cerium(III) chloride; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ol0618656