(2R,3S,5R)-5-(3-[1,3]Dioxan-2-yl-4-triisopropylsilanyloxy-phenyl)-2-hydroxymethyl-tetrahydro-furan-3-ol

Base Information

Chemical Name:(2R,3S,5R)-5-(3-[1,3]Dioxan-2-yl-4-triisopropylsilanyloxy-phenyl)-2-hydroxymethyl-tetrahydro-furan-3-ol
CAS No.:923571-65-7
Molecular Formula:C₂₄H₄₀O₆Si
Molecular Weight:452.663
Hs Code.:

Synonyms:(2R,3S,5R)-5-(3-[1,3]Dioxan-2-yl-4-triisopropylsilanyloxy-phenyl)-2-hydroxymethyl-tetrahydro-furan-3-ol

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Chemical Property of (2R,3S,5R)-5-(3-[1,3]Dioxan-2-yl-4-triisopropylsilanyloxy-phenyl)-2-hydroxymethyl-tetrahydro-furan-3-ol

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Technology Process of (2R,3S,5R)-5-(3-[1,3]Dioxan-2-yl-4-triisopropylsilanyloxy-phenyl)-2-hydroxymethyl-tetrahydro-furan-3-ol

There total 5 articles about (2R,3S,5R)-5-(3-[1,3]Dioxan-2-yl-4-triisopropylsilanyloxy-phenyl)-2-hydroxymethyl-tetrahydro-furan-3-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: 43.0%

: 923571-60-2
C₄₀H₅₂O₈Si

: 923571-65-7
(2R,3S,5R)-5-(3-[1,3]Dioxan-2-yl-4-triisopropylsilanyloxy-phenyl)-2-hydroxymethyl-tetrahydro-furan-3-ol

Guidance literature:: With potassium carbonate; In methanol; at 20 ℃; for 2h;
DOI:10.1002/chem.200600558

Reference yield:

: 923571-63-5
2-(5-bromo-2-hydroxyphenyl)-1,3-dioxane

: 923571-65-7
(2R,3S,5R)-5-(3-[1,3]Dioxan-2-yl-4-triisopropylsilanyloxy-phenyl)-2-hydroxymethyl-tetrahydro-furan-3-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: 95 percent / NEt(iPr)2 / CH₂Cl₂ / 12 h / 20 °C

2.1: tert-butyllithium / diethyl ether; pentane / 3 h / -78 °C

2.2: CuBr*SMe₂ / diethyl ether; pentane / 0.33 h / -78 - -30 °C

2.3: 10 percent / CH₂Cl₂; diethyl ether; pentane / -78 - 20 °C

3.1: 43 percent / K₂CO₃ / methanol / 2 h / 20 °C

With tert.-butyl lithium; potassium carbonate; N-ethyl-N,N-diisopropylamine; In methanol; diethyl ether; dichloromethane; pentane;
DOI:10.1002/chem.200600558

Reference yield:

: 923571-57-7
2-(5-bromo-2-(triisopropylsilyloxy)phenyl)-1,3-dioxane

: 923571-65-7
(2R,3S,5R)-5-(3-[1,3]Dioxan-2-yl-4-triisopropylsilanyloxy-phenyl)-2-hydroxymethyl-tetrahydro-furan-3-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: tert-butyllithium / diethyl ether; pentane / 3 h / -78 °C

1.2: CuBr*SMe₂ / diethyl ether; pentane / 0.33 h / -78 - -30 °C

1.3: 10 percent / CH₂Cl₂; diethyl ether; pentane / -78 - 20 °C

2.1: 43 percent / K₂CO₃ / methanol / 2 h / 20 °C

With tert.-butyl lithium; potassium carbonate; In methanol; diethyl ether; pentane;
DOI:10.1002/chem.200600558