(2R,3R,4S,5S,6S)-5-Benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-6-((2S,3S,6S,7R,10S)-7-isopropyl-3,10-dimethyl-1,5-dioxa-spiro[5.5]undec-2-yl)-2,4-dimethyl-heptan-3-ol

Base Information

Chemical Name:(2R,3R,4S,5S,6S)-5-Benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-6-((2S,3S,6S,7R,10S)-7-isopropyl-3,10-dimethyl-1,5-dioxa-spiro[5.5]undec-2-yl)-2,4-dimethyl-heptan-3-ol
CAS No.:139016-76-5
Molecular Formula:C₄₆H₆₈O₅Si
Molecular Weight:729.128
Hs Code.:

(2R,3R,4S,5S,6S)-5-Benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-6-((2S,3S,6S,7R,10S)-7-isopropyl-3,10-dimethyl-1,5-dioxa-spiro[5.5]undec-2-yl)-2,4-dimethyl-heptan-3-ol

Synonyms:(2R,3R,4S,5S,6S)-5-Benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-6-((2S,3S,6S,7R,10S)-7-isopropyl-3,10-dimethyl-1,5-dioxa-spiro[5.5]undec-2-yl)-2,4-dimethyl-heptan-3-ol

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Chemical Property of (2R,3R,4S,5S,6S)-5-Benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-6-((2S,3S,6S,7R,10S)-7-isopropyl-3,10-dimethyl-1,5-dioxa-spiro[5.5]undec-2-yl)-2,4-dimethyl-heptan-3-ol

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Technology Process of (2R,3R,4S,5S,6S)-5-Benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-6-((2S,3S,6S,7R,10S)-7-isopropyl-3,10-dimethyl-1,5-dioxa-spiro[5.5]undec-2-yl)-2,4-dimethyl-heptan-3-ol

There total 10 articles about (2R,3R,4S,5S,6S)-5-Benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-6-((2S,3S,6S,7R,10S)-7-isopropyl-3,10-dimethyl-1,5-dioxa-spiro[5.5]undec-2-yl)-2,4-dimethyl-heptan-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: 68.0%

: 139016-71-0,139068-57-8
(2R,3R,4S,5S,6S)-5-Benzyloxy-6-((2S,3S,6S,7R,10S)-7-isopropyl-3,10-dimethyl-1,5-dioxa-spiro[5.5]undec-2-yl)-2,4-dimethyl-heptane-1,3-diol

: 58479-61-1
tert-butylchlorodiphenylsilane

: 139016-76-5
(2R,3R,4S,5S,6S)-5-Benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-6-((2S,3S,6S,7R,10S)-7-isopropyl-3,10-dimethyl-1,5-dioxa-spiro[5.5]undec-2-yl)-2,4-dimethyl-heptan-3-ol

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide;
DOI:10.1021/jo00032a004

Reference yield:

: 10458-14-7,14073-97-3,17627-49-5,7786-64-3
(2R,5S)-menthone

: 139016-76-5
(2R,3R,4S,5S,6S)-5-Benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-6-((2S,3S,6S,7R,10S)-7-isopropyl-3,10-dimethyl-1,5-dioxa-spiro[5.5]undec-2-yl)-2,4-dimethyl-heptan-3-ol

Guidance literature:: Multi-step reaction with 2 steps

1: TMSOTf / toluene / 168 h / -30 °C

2: 68 percent / imidazole / dimethylformamide

With 1H-imidazole; trimethylsilyl trifluoromethanesulfonate; In N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo00032a004

Reference yield:

: 100-39-0
benzyl bromide

: 139016-76-5
(2R,3R,4S,5S,6S)-5-Benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-6-((2S,3S,6S,7R,10S)-7-isopropyl-3,10-dimethyl-1,5-dioxa-spiro[5.5]undec-2-yl)-2,4-dimethyl-heptan-3-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 99 percent / NaH / tetrahydrofuran; dimethylformamide

2: 80 percent / aq. AcOH

3: TfOH / tetrahydrofuran / 2 h / -40 °C

4: 68 percent / imidazole / dimethylformamide

With 1H-imidazole; trifluorormethanesulfonic acid; sodium hydride; acetic acid; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/jo00032a004