(2R,4S,5R)-5-[(1S,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-(tert-butyl-dimethyl-silanyloxymethyl)-pent-4-enyloxy]-2-phenyl-4-vinyl-[1,3]dioxane

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Chemical Name:(2R,4S,5R)-5-[(1S,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-(tert-butyl-dimethyl-silanyloxymethyl)-pent-4-enyloxy]-2-phenyl-4-vinyl-[1,3]dioxane
CAS No.:784157-60-4
Molecular Formula:C₃₀H₅₂O₅Si₂
Molecular Weight:548.911
Hs Code.:

Synonyms:(2R,4S,5R)-5-[(1S,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-(tert-butyl-dimethyl-silanyloxymethyl)-pent-4-enyloxy]-2-phenyl-4-vinyl-[1,3]dioxane

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Chemical Property of (2R,4S,5R)-5-[(1S,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-(tert-butyl-dimethyl-silanyloxymethyl)-pent-4-enyloxy]-2-phenyl-4-vinyl-[1,3]dioxane

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Technology Process of (2R,4S,5R)-5-[(1S,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-(tert-butyl-dimethyl-silanyloxymethyl)-pent-4-enyloxy]-2-phenyl-4-vinyl-[1,3]dioxane

There total 8 articles about (2R,4S,5R)-5-[(1S,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-(tert-butyl-dimethyl-silanyloxymethyl)-pent-4-enyloxy]-2-phenyl-4-vinyl-[1,3]dioxane 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:

: 1779-49-3
Methyltriphenylphosphonium bromide

: (2R,4R,5R)-5-[(1S,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-(tert-butyl-dimethyl-silanyloxymethyl)-pent-4-enyloxy]-2-phenyl-[1,3]dioxane-4-carbaldehyde

: 784157-60-4
(2R,4S,5R)-5-[(1S,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-(tert-butyl-dimethyl-silanyloxymethyl)-pent-4-enyloxy]-2-phenyl-4-vinyl-[1,3]dioxane

Guidance literature:: With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 - 23 ℃;
DOI:10.1016/j.tetlet.2004.07.145

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 784157-60-4
(2R,4S,5R)-5-[(1S,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-(tert-butyl-dimethyl-silanyloxymethyl)-pent-4-enyloxy]-2-phenyl-4-vinyl-[1,3]dioxane

Guidance literature:: Multi-step reaction with 4 steps

1: 2,6-lutidine / CH₂Cl₂ / 24 °C

2: DIBAH / CH₂Cl₂ / -78 °C

3: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - -20 °C

4: NHMDS / tetrahydrofuran / -78 - 23 °C

With 2,6-dimethylpyridine; oxalyl dichloride; sodium hexamethyldisilazane; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; 3: Swern oxidation;
DOI:10.1016/j.tetlet.2004.07.145

Reference yield:

: 475641-70-4
(2S,3R)-2-((2R,4S,5R)-4-Hydroxymethyl-2-phenyl-[1,3]dioxan-5-yloxy)-hex-5-ene-1,3-diol

: 784157-60-4
(2R,4S,5R)-5-[(1S,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-(tert-butyl-dimethyl-silanyloxymethyl)-pent-4-enyloxy]-2-phenyl-4-vinyl-[1,3]dioxane

Guidance literature:: Multi-step reaction with 7 steps

1: benzene / reduced pressure

2: DMAP / pyridine / 24 °C

3: H₂O₂ / ethyl acetate / 24 °C

4: 2,6-lutidine / CH₂Cl₂ / 24 °C

5: DIBAH / CH₂Cl₂ / -78 °C

6: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - -20 °C

7: NHMDS / tetrahydrofuran / -78 - 23 °C

With 2,6-dimethylpyridine; dmap; oxalyl dichloride; dihydrogen peroxide; sodium hexamethyldisilazane; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; pyridine; dichloromethane; ethyl acetate; benzene; 6: Swern oxidation;
DOI:10.1016/j.tetlet.2004.07.145