[(2R,3S,5S,6R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2,6-dimethyl-oct-7-enyloxymethyl]-benzene

Base Information

Chemical Name:[(2R,3S,5S,6R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2,6-dimethyl-oct-7-enyloxymethyl]-benzene
CAS No.:135708-80-4
Molecular Formula:C₂₉H₅₄O₃Si₂
Molecular Weight:506.917
Hs Code.:

Synonyms:[(2R,3S,5S,6R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2,6-dimethyl-oct-7-enyloxymethyl]-benzene

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Chemical Property of [(2R,3S,5S,6R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2,6-dimethyl-oct-7-enyloxymethyl]-benzene

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Technology Process of [(2R,3S,5S,6R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2,6-dimethyl-oct-7-enyloxymethyl]-benzene

There total 5 articles about [(2R,3S,5S,6R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2,6-dimethyl-oct-7-enyloxymethyl]-benzene 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: 93.0%

: 135708-79-1
(2R,3S,5S,6R)-1-Benzyloxy-2,6-dimethyl-oct-7-ene-3,5-diol

: 18162-48-6
tert-butyldimethylsilyl chloride

: 135708-80-4
[(2R,3S,5S,6R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2,6-dimethyl-oct-7-enyloxymethyl]-benzene

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; for 20h; Ambient temperature;
DOI:10.1021/jo00020a026

Reference yield:

: 89046-67-3,91796-47-3,91796-48-4,91798-02-6,91798-03-7,94233-73-5,94233-74-6,106357-32-8
(5R)-6-benzyloxy-5-methyl-4-hydroxyhex-1-ene

: 135708-80-4
[(2R,3S,5S,6R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2,6-dimethyl-oct-7-enyloxymethyl]-benzene

Guidance literature:: Multi-step reaction with 5 steps

1: 98 percent / imidazole / dimethylformamide / 48 h / Ambient temperature

2: 1) O₃, pyridine, 2) DMS / 1) MeOH, CH₂Cl₂, -78 deg C, 2) r.t., 15 h

3: 2) 15percent aq.NaOH / 1) toluene, -78 deg C, 2 h, 2) r.t., 16 h

4: Bu₄NF / tetrahydrofuran / 2 h / Ambient temperature

5: 93 percent / imidazole / dimethylformamide / 20 h / Ambient temperature

With pyridine; 1H-imidazole; sodium hydroxide; 2,3-dimercapto-succinic acid; tetrabutyl ammonium fluoride; ozone; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/jo00020a026

Reference yield:

: 135708-75-7,135708-76-8
[1-((R)-2-Benzyloxy-1-methyl-ethyl)-but-3-enyloxy]-tert-butyl-dimethyl-silane

: 135708-80-4
[(2R,3S,5S,6R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2,6-dimethyl-oct-7-enyloxymethyl]-benzene

Guidance literature:: Multi-step reaction with 4 steps

1: 1) O₃, pyridine, 2) DMS / 1) MeOH, CH₂Cl₂, -78 deg C, 2) r.t., 15 h

2: 2) 15percent aq.NaOH / 1) toluene, -78 deg C, 2 h, 2) r.t., 16 h

3: Bu₄NF / tetrahydrofuran / 2 h / Ambient temperature

4: 93 percent / imidazole / dimethylformamide / 20 h / Ambient temperature

With pyridine; 1H-imidazole; sodium hydroxide; 2,3-dimercapto-succinic acid; tetrabutyl ammonium fluoride; ozone; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/jo00020a026