(2R,3S,6S)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-6-(4-tert-butyl-phenoxy)-3,6-dihydro-2H-pyran-3-ol

Base Information

Chemical Name:(2R,3S,6S)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-6-(4-tert-butyl-phenoxy)-3,6-dihydro-2H-pyran-3-ol
CAS No.:201233-04-7
Molecular Formula:C₂₂H₃₆O₄Si
Molecular Weight:392.611
Hs Code.:

Synonyms:(2R,3S,6S)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-6-(4-tert-butyl-phenoxy)-3,6-dihydro-2H-pyran-3-ol

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Chemical Property of (2R,3S,6S)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-6-(4-tert-butyl-phenoxy)-3,6-dihydro-2H-pyran-3-ol

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Technology Process of (2R,3S,6S)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-6-(4-tert-butyl-phenoxy)-3,6-dihydro-2H-pyran-3-ol

There total 1 articles about (2R,3S,6S)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-6-(4-tert-butyl-phenoxy)-3,6-dihydro-2H-pyran-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: 30.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: (2R,3S)-6-(4-tert-Butyl-phenoxy)-2-hydroxymethyl-3,6-dihydro-2H-pyran-3-ol

: 201233-05-8
p-tert-Butylphenyl 6-O-(tert-butyldimethylsilyl)-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside

: 201233-04-7
(2R,3S,6S)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-6-(4-tert-butyl-phenoxy)-3,6-dihydro-2H-pyran-3-ol

Guidance literature:: With 1H-imidazole; triethylamine; In dichloromethane; for 24h; Ambient temperature;
DOI:10.1021/jo9714674

Reference yield:

: 201233-04-7
(2R,3S,6S)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-6-(4-tert-butyl-phenoxy)-3,6-dihydro-2H-pyran-3-ol

: (2R,3S,6S)-6-(4-tert-Butyl-phenoxy)-2-hydroxymethyl-3,6-dihydro-2H-pyran-3-ol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 25 ℃; for 2h;
DOI:10.1021/jo9714674

Reference yield:

: 201233-04-7
(2R,3S,6S)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-6-(4-tert-butyl-phenoxy)-3,6-dihydro-2H-pyran-3-ol

: phenyl 4,6-di-O-benzyl-2,3-dideoxy-β-D-C-erythro-hex-2-enopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: Bu₄NF*3H₂O / tetrahydrofuran / 2 h / 25 °C

2: 91 percent / Bu₄NF*3H₂O, NaOH / toluene / 24 h / 60 °C

3: PdCl₂ (dppf) / tetrahydrofuran / 0.5 h / 0 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium hydroxide; tetrabutyl ammonium fluoride; In tetrahydrofuran; toluene;
DOI:10.1021/jo9714674