(2R,4S,5R)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-2-methyl-[1,3]dioxan-5-ol

Base Information

• Chemical Name: (2R,4S,5R)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-2-methyl-[1,3]dioxan-5-ol
• CAS No.: 183888-91-7
• Molecular Formula: C₂₂H₃₀O₄Si
• Molecular Weight: 386.563

Synonyms:(2R,4S,5R)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-2-methyl-[1,3]dioxan-5-ol

Chemical Property of (2R,4S,5R)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-2-methyl-[1,3]dioxan-5-ol

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Technology Process of (2R,4S,5R)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-2-methyl-[1,3]dioxan-5-ol

There total 1 articles about (2R,4S,5R)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-2-methyl-[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: 77.0%

(2R,4S,5R)-4-hydroxymethyl-2-methyl-1,3-dioxan-5-ol (70369-46-9,421549-37-3) + tert-butylchlorodiphenylsilane (58479-61-1) → (2R,4S,5R)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-2-methyl-[1,3]dioxan-5-ol (183888-91-7)

Guidance literature:

With dmap; triethylamine; In dichloromethane; for 18h; Ambient temperature;

Reference yield: 87.0%

(2R,4S,5R)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-2-methyl-[1,3]dioxan-5-ol (183888-91-7) → (2R,4S)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-2-methyl-[1,3]dioxan-5-one (188925-11-3)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; for 1h; Ambient temperature;

DOI:10.1016/S0957-4166(96)00540-X

Reference yield: 73.0%

benzyl bromide (100-39-0) + (2R,4S,5R)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-2-methyl-[1,3]dioxan-5-ol (183888-91-7) → ((2R,4S,5R)-5-Benzyloxy-2-methyl-[1,3]dioxan-4-ylmethoxy)-tert-butyl-diphenyl-silane (183888-93-9)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; 1.) reflux, 30 min, 2.) reflux, 90 min;

upstream raw materials:

(2R,4S,5R)-4-hydroxymethyl-2-methyl-1,3-dioxan-5-ol

tert-butylchlorodiphenylsilane

Downstream raw materials:

((2R,4S,5R)-5-Benzyloxy-2-methyl-[1,3]dioxan-4-ylmethoxy)-tert-butyl-diphenyl-silane

(2R,4S)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-2-methyl-[1,3]dioxan-5-one

(2R,4R)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-2-methyl-[1,3]dioxan-5-one

(2R,4S,5R)-4-Benzyloxymethyl-2,5-dimethyl-[1,3]dioxan-5-ol

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