(2R,4S,5R)-4-[3-(tert-Butyl-dimethyl-silanyloxy)-propyl]-2-phenyl-[1,3]dioxan-5-ol

Base Information

Chemical Name:(2R,4S,5R)-4-[3-(tert-Butyl-dimethyl-silanyloxy)-propyl]-2-phenyl-[1,3]dioxan-5-ol
CAS No.:213815-27-1
Molecular Formula:C₁₉H₃₂O₄Si
Molecular Weight:352.546
Hs Code.:

Synonyms:(2R,4S,5R)-4-[3-(tert-Butyl-dimethyl-silanyloxy)-propyl]-2-phenyl-[1,3]dioxan-5-ol

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Chemical Property of (2R,4S,5R)-4-[3-(tert-Butyl-dimethyl-silanyloxy)-propyl]-2-phenyl-[1,3]dioxan-5-ol

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Technology Process of (2R,4S,5R)-4-[3-(tert-Butyl-dimethyl-silanyloxy)-propyl]-2-phenyl-[1,3]dioxan-5-ol

There total 5 articles about (2R,4S,5R)-4-[3-(tert-Butyl-dimethyl-silanyloxy)-propyl]-2-phenyl-[1,3]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: 96.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 213815-26-0
(2R,4S,5R)-4-(3-Hydroxy-propyl)-2-phenyl-[1,3]dioxan-5-ol

: 213815-27-1
(2R,4S,5R)-4-[3-(tert-Butyl-dimethyl-silanyloxy)-propyl]-2-phenyl-[1,3]dioxan-5-ol

Guidance literature:: With dmap; triethylamine; In dichloromethane; Ambient temperature;
DOI:10.1016/S0040-4039(98)01312-4

Reference yield:

: 193970-21-7
[(2R,4S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-[1,3]dioxan-4-yl]-acetaldehyde

: 213815-27-1
(2R,4S,5R)-4-[3-(tert-Butyl-dimethyl-silanyloxy)-propyl]-2-phenyl-[1,3]dioxan-5-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 80 percent / NaHMDS / tetrahydrofuran / -78 °C

2: 94 percent / 9-BBN / tetrahydrofuran / Ambient temperature

3: 97 percent / TBAF / tetrahydrofuran / Ambient temperature

4: 96 percent / Et₃N, DMAP / CH₂Cl₂ / Ambient temperature

With dmap; 9-borabicyclo[3.3.1]nonane dimer; tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4039(98)01312-4

Reference yield:

: 213815-24-8
((2R,4S,5R)-4-Allyl-2-phenyl-[1,3]dioxan-5-yloxy)-tert-butyl-dimethyl-silane

: 213815-27-1
(2R,4S,5R)-4-[3-(tert-Butyl-dimethyl-silanyloxy)-propyl]-2-phenyl-[1,3]dioxan-5-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 94 percent / 9-BBN / tetrahydrofuran / Ambient temperature

2: 97 percent / TBAF / tetrahydrofuran / Ambient temperature

3: 96 percent / Et₃N, DMAP / CH₂Cl₂ / Ambient temperature

With dmap; 9-borabicyclo[3.3.1]nonane dimer; tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4039(98)01312-4