tert-Butyl-diphenyl-((4S,5R,6S)-2,2,5-trimethyl-6-vinyl-[1,3]dioxan-4-ylmethoxy)-silane

Base Information

Chemical Name:tert-Butyl-diphenyl-((4S,5R,6S)-2,2,5-trimethyl-6-vinyl-[1,3]dioxan-4-ylmethoxy)-silane
CAS No.:193890-19-6
Molecular Formula:C₂₆H₃₆O₃Si
Molecular Weight:424.656
Hs Code.:

Synonyms:tert-Butyl-diphenyl-((4S,5R,6S)-2,2,5-trimethyl-6-vinyl-[1,3]dioxan-4-ylmethoxy)-silane

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Chemical Property of tert-Butyl-diphenyl-((4S,5R,6S)-2,2,5-trimethyl-6-vinyl-[1,3]dioxan-4-ylmethoxy)-silane

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Technology Process of tert-Butyl-diphenyl-((4S,5R,6S)-2,2,5-trimethyl-6-vinyl-[1,3]dioxan-4-ylmethoxy)-silane

There total 6 articles about tert-Butyl-diphenyl-((4S,5R,6S)-2,2,5-trimethyl-6-vinyl-[1,3]dioxan-4-ylmethoxy)-silane 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%

: 1779-49-3
Methyltriphenylphosphonium bromide

: 193890-18-5
(4R,5S,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2,5-trimethyl-[1,3]dioxane-4-carbaldehyde

: 193890-19-6
tert-Butyl-diphenyl-((4S,5R,6S)-2,2,5-trimethyl-6-vinyl-[1,3]dioxan-4-ylmethoxy)-silane

Guidance literature:: With n-butyllithium; In tetrahydrofuran; hexane; -5 deg C, 1 h, -5 deg C to rt, rt, 13 h;
DOI:10.1016/S0040-4020(97)00625-X

Reference yield:

: 106820-52-4
(2R,3R,4S)-5-[(tert-butyldiphenylsilyl)oxy]-2-hydroxy-3-methyl-4-pentanolide

: 193890-19-6
tert-Butyl-diphenyl-((4S,5R,6S)-2,2,5-trimethyl-6-vinyl-[1,3]dioxan-4-ylmethoxy)-silane

Guidance literature:: Multi-step reaction with 6 steps

1: NaBH₄ / tetrahydrofuran; H₂O / 0 deg C, 30 min, rt, 2 h

2: 2,4,6-collidine / CH₂Cl₂ / 3 h / -78 - -30 °C

3: pyridinium p-toluenesulfonate / benzene; CH₂Cl₂ / 13.5 h / Ambient temperature

4: K₂CO₃ / methanol / 2 h / Ambient temperature

5: 98 percent / (COCl)2 / dimethylsulfoxide; CH₂Cl₂ / -78 - 0 °C

6: 81 percent / n-BuLi / tetrahydrofuran; hexane / -5 deg C, 1 h, -5 deg C to rt, rt, 13 h

With 2,4,6-trimethyl-pyridine; sodium tetrahydroborate; n-butyllithium; oxalyl dichloride; pyridinium p-toluenesulfonate; potassium carbonate; In tetrahydrofuran; methanol; hexane; dichloromethane; water; dimethyl sulfoxide; benzene;
DOI:10.1016/S0040-4020(97)00625-X

Reference yield:

: 193952-78-2
(2R,3R,4S)-5-(tert-Butyl-diphenyl-silanyloxy)-3-methyl-pentane-1,2,4-triol

: 193890-19-6
tert-Butyl-diphenyl-((4S,5R,6S)-2,2,5-trimethyl-6-vinyl-[1,3]dioxan-4-ylmethoxy)-silane

Guidance literature:: Multi-step reaction with 5 steps

1: 2,4,6-collidine / CH₂Cl₂ / 3 h / -78 - -30 °C

2: pyridinium p-toluenesulfonate / benzene; CH₂Cl₂ / 13.5 h / Ambient temperature

3: K₂CO₃ / methanol / 2 h / Ambient temperature

4: 98 percent / (COCl)2 / dimethylsulfoxide; CH₂Cl₂ / -78 - 0 °C

5: 81 percent / n-BuLi / tetrahydrofuran; hexane / -5 deg C, 1 h, -5 deg C to rt, rt, 13 h

With 2,4,6-trimethyl-pyridine; n-butyllithium; oxalyl dichloride; pyridinium p-toluenesulfonate; potassium carbonate; In tetrahydrofuran; methanol; hexane; dichloromethane; dimethyl sulfoxide; benzene;
DOI:10.1016/S0040-4020(97)00625-X