{(R)-3-[(4S,5S,6R)-6-(2-Benzyloxy-ethyl)-5-methoxy-2,2-dimethyl-[1,3]dioxan-4-yl]-5-methyl-hex-5-enyloxy}-tert-butyl-diphenyl-silane

Base Information

Chemical Name:{(R)-3-[(4S,5S,6R)-6-(2-Benzyloxy-ethyl)-5-methoxy-2,2-dimethyl-[1,3]dioxan-4-yl]-5-methyl-hex-5-enyloxy}-tert-butyl-diphenyl-silane
CAS No.:77234-46-9
Molecular Formula:C₃₉H₅₄O₅Si
Molecular Weight:630.94
Hs Code.:

Synonyms:{(R)-3-[(4S,5S,6R)-6-(2-Benzyloxy-ethyl)-5-methoxy-2,2-dimethyl-[1,3]dioxan-4-yl]-5-methyl-hex-5-enyloxy}-tert-butyl-diphenyl-silane

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Chemical Property of {(R)-3-[(4S,5S,6R)-6-(2-Benzyloxy-ethyl)-5-methoxy-2,2-dimethyl-[1,3]dioxan-4-yl]-5-methyl-hex-5-enyloxy}-tert-butyl-diphenyl-silane

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Technology Process of {(R)-3-[(4S,5S,6R)-6-(2-Benzyloxy-ethyl)-5-methoxy-2,2-dimethyl-[1,3]dioxan-4-yl]-5-methyl-hex-5-enyloxy}-tert-butyl-diphenyl-silane

There total 10 articles about {(R)-3-[(4S,5S,6R)-6-(2-Benzyloxy-ethyl)-5-methoxy-2,2-dimethyl-[1,3]dioxan-4-yl]-5-methyl-hex-5-enyloxy}-tert-butyl-diphenyl-silane 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%

: 77234-45-8
(3R,4S,5S,6R)-1-Benzyloxy-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-methoxy-8-methyl-non-8-ene-3,5-diol

: 77-76-9
2,2-dimethoxy-propane

: 77234-46-9
{(R)-3-[(4S,5S,6R)-6-(2-Benzyloxy-ethyl)-5-methoxy-2,2-dimethyl-[1,3]dioxan-4-yl]-5-methyl-hex-5-enyloxy}-tert-butyl-diphenyl-silane

Guidance literature:: With camphor-10-sulfonic acid; In acetone;
DOI:10.1021/ja00395a044

Reference yield:

: 62853-46-7
5-deoxy-3-O-methyl-1,2-O-(methylethylidene)-α-D-xylo-hexo-furanose

: 77234-46-9
{(R)-3-[(4S,5S,6R)-6-(2-Benzyloxy-ethyl)-5-methoxy-2,2-dimethyl-[1,3]dioxan-4-yl]-5-methyl-hex-5-enyloxy}-tert-butyl-diphenyl-silane

Guidance literature:: Multi-step reaction with 9 steps

1: 88 percent / NaH / 1,2-dimethoxy-ethane / 60 °C

2: 92 percent / amberlite 1R-120, H₂O / 100 °C

3: 80 percent / toluene / 25 °C

4: camphorsulfonic acid / benzene / 25 °C

5: 1.) cuprous iodide / 1) -40 deg C, THF; 2) -40 deg C, 4 h

6: 90 percent / aq. HCl / ethane-1,2-diol / 25 °C

7: 98 percent / LAH / diethyl ether / 0 °C

8: 80 percent / imidazole / dimethylformamide / 25 °C

9: 98 percent / camphorsulfonic acid / acetone

With 1H-imidazole; hydrogenchloride; copper(l) iodide; lithium aluminium tetrahydride; amberlite 1R-120; camphor-10-sulfonic acid; water; sodium hydride; In 1,2-dimethoxyethane; diethyl ether; ethylene glycol; N,N-dimethyl-formamide; acetone; toluene; benzene;
DOI:10.1021/ja00395a044

Reference yield:

: 100-39-0
benzyl bromide

: 77234-46-9
{(R)-3-[(4S,5S,6R)-6-(2-Benzyloxy-ethyl)-5-methoxy-2,2-dimethyl-[1,3]dioxan-4-yl]-5-methyl-hex-5-enyloxy}-tert-butyl-diphenyl-silane

Guidance literature:: Multi-step reaction with 9 steps

1: 88 percent / NaH / 1,2-dimethoxy-ethane / 60 °C

2: 92 percent / amberlite 1R-120, H₂O / 100 °C

3: 80 percent / toluene / 25 °C

4: camphorsulfonic acid / benzene / 25 °C

5: 1.) cuprous iodide / 1) -40 deg C, THF; 2) -40 deg C, 4 h

6: 90 percent / aq. HCl / ethane-1,2-diol / 25 °C

7: 98 percent / LAH / diethyl ether / 0 °C

8: 80 percent / imidazole / dimethylformamide / 25 °C

9: 98 percent / camphorsulfonic acid / acetone

With 1H-imidazole; hydrogenchloride; copper(l) iodide; lithium aluminium tetrahydride; amberlite 1R-120; camphor-10-sulfonic acid; water; sodium hydride; In 1,2-dimethoxyethane; diethyl ether; ethylene glycol; N,N-dimethyl-formamide; acetone; toluene; benzene;
DOI:10.1021/ja00395a044