(2R,4S,5R)-4-<2-(tert-butyldimethylsiloxy)ethyl>-2-phenyl-m-dioxan-5-ol

Base Information

Chemical Name:(2R,4S,5R)-4-<2-(tert-butyldimethylsiloxy)ethyl>-2-phenyl-m-dioxan-5-ol
CAS No.:217819-89-1
Molecular Formula:C₁₈H₃₀O₄Si
Molecular Weight:338.519
Hs Code.:

Synonyms:(2R,4S,5R)-4-<2-(tert-butyldimethylsiloxy)ethyl>-2-phenyl-m-dioxan-5-ol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2R,4S,5R)-4-<2-(tert-butyldimethylsiloxy)ethyl>-2-phenyl-m-dioxan-5-ol

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Technology Process of (2R,4S,5R)-4-<2-(tert-butyldimethylsiloxy)ethyl>-2-phenyl-m-dioxan-5-ol

There total 6 articles about (2R,4S,5R)-4-<2-(tert-butyldimethylsiloxy)ethyl>-2-phenyl-m-dioxan-5-ol 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: 87.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 217819-88-0
(2R,4S,5R)-5-hydroxy-2-phenyl-m-dioxane-4-ethanol

: 217819-89-1
(2R,4S,5R)-4-<2-(tert-butyldimethylsiloxy)ethyl>-2-phenyl-m-dioxan-5-ol

Guidance literature:: With 1H-imidazole; In dichloromethane; at 0 - 20 ℃;
DOI:10.1021/jo981749j

Reference yield:

: 250226-93-8
(E)-4-((2R,4S,5R)-5-Hydroxy-2-phenyl-[1,3]dioxan-4-yl)-but-2-enoic acid methyl ester

: 217819-89-1
(2R,4S,5R)-4-<2-(tert-butyldimethylsiloxy)ethyl>-2-phenyl-m-dioxan-5-ol

Guidance literature:: Multi-step reaction with 2 steps

1: O₃; NaBH₄ / ethanol / -78 °C

2: imidazole / 0 - 20 °C

With 1H-imidazole; sodium tetrahydroborate; ozone; In ethanol;
DOI:10.1039/b106766b

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 217819-89-1
(2R,4S,5R)-4-<2-(tert-butyldimethylsiloxy)ethyl>-2-phenyl-m-dioxan-5-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 78 percent / TsOH / dimethylformamide / Ambient temperature

2: NaHCO₃, sodium periodate / H₂O; CH₂Cl₂ / 0.5 h / Ambient temperature

3: 1.) potassium hexamethyldisilazide / 1.) THF, toluene, 0 deg C, 1 h, 2.) THF, toluene

4: 1.) 9-borabicyclo<3.3.1>nonane, 2.) sodium hydroxide, hydrogen peroxide / 1.) THF, 0 -> 20 deg C, 2.) THF, water, 0 -> 20 deg C

5: 87 percent / imidazole / CH₂Cl₂ / 0 - 20 °C

With 1H-imidazole; sodium hydroxide; sodium periodate; 9-borabicyclo[3.3.1]nonane dimer; dihydrogen peroxide; potassium hexamethylsilazane; sodium hydrogencarbonate; toluene-4-sulfonic acid; In dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jo981749j