(R)-3-[(4R,6S)-6-(2-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-1-{(4R,6R)-6-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-propan-1-ol

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Chemical Name:(R)-3-[(4R,6S)-6-(2-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-1-{(4R,6R)-6-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-propan-1-ol
CAS No.:106947-26-6
Molecular Formula:C₃₂H₅₆O₇Si
Molecular Weight:580.878
Hs Code.:

Synonyms:(R)-3-[(4R,6S)-6-(2-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-1-{(4R,6R)-6-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-propan-1-ol

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Chemical Property of (R)-3-[(4R,6S)-6-(2-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-1-{(4R,6R)-6-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-propan-1-ol

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Technology Process of (R)-3-[(4R,6S)-6-(2-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-1-{(4R,6R)-6-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-propan-1-ol

There total 14 articles about (R)-3-[(4R,6S)-6-(2-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-1-{(4R,6R)-6-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-propan-1-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: 98.0%

: 3-[(4R,6S)-6-(2-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-1-{(4R,6R)-6-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-propan-1-one

: 106947-26-6
(R)-3-[(4R,6S)-6-(2-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-1-{(4R,6R)-6-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-propan-1-ol

Guidance literature:: With L-Selectride; In tetrahydrofuran; at -120 ℃; for 2h;
DOI:10.1021/ja00241a063

Reference yield: 70.0%

: 171524-11-1
(3S,5S)-7-(Benzyloxy)-1-iodo-3,5-O-isopropylideneheptane-3,5-diol

: 214345-62-7
(4R,6R)-6-(2-(tert-butyldimethylsilyloxy)ethyl)-2,2-dimethyl-1,3-dioxane-4-carbaldehyde

: 106947-26-6
(R)-3-[(4R,6S)-6-(2-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-1-{(4R,6R)-6-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-propan-1-ol

Guidance literature:: (3S,5S)-7-(Benzyloxy)-1-iodo-3,5-O-isopropylideneheptane-3,5-diol; With tert.-butyl lithium; In diethyl ether; at -78 ℃; for 0.5h;

(4R,6R)-6-(2-(tert-butyldimethylsilyloxy)ethyl)-2,2-dimethyl-1,3-dioxane-4-carbaldehyde; With copper(l) iodide; magnesium bromide; In diethyl ether; at -78 - 20 ℃; for 2h;
DOI:10.1016/j.tetlet.2004.01.035

Reference yield:

: 106799-15-9
3,5-dideoxy-2,4-O-(1-methylethylidene)-6-O-(phenylmethyl)-L-erythro-hexose

: 106947-26-6
(R)-3-[(4R,6S)-6-(2-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-1-{(4R,6R)-6-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-propan-1-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 94 percent / NaH / 1,2-dimethoxy-ethane / 4 h / -60 - -20 °C

2: 98 percent / H₂ / 5percent Pd-C / ethyl acetate / 3 h / 25 °C

3: 98 percent / L-Selectride / tetrahydrofuran / 2 h / -120 °C

With hydrogen; L-Selectride; sodium hydride; palladium on activated charcoal; In tetrahydrofuran; 1,2-dimethoxyethane; ethyl acetate;
DOI:10.1021/ja00241a063