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

Base Information

Chemical Name:(3R,4S,5S,6R)-1-Benzyloxy-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-methoxy-8-methyl-non-8-ene-3,5-diol
CAS No.:77234-45-8
Molecular Formula:C₃₆H₅₀O₅Si
Molecular Weight:590.875
Hs Code.:

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

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

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

There total 9 articles about (3R,4S,5S,6R)-1-Benzyloxy-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-methoxy-8-methyl-non-8-ene-3,5-diol 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: 80.0%

: (3R,4S,5S,6R)-8-Benzyloxy-5-methoxy-3-(2-methyl-allyl)-octane-1,4,6-triol

: 58479-61-1
tert-butylchlorodiphenylsilane

: 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

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 25 ℃;
DOI:10.1021/ja00395a044

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 8 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

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; toluene; benzene;
DOI:10.1021/ja00395a044

Reference yield:

: 100-39-0
benzyl bromide

: 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

Guidance literature:: Multi-step reaction with 8 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

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; toluene; benzene;
DOI:10.1021/ja00395a044