(2S,3S,4R)-2-(tert-butyldimethylsilyloxymethyl)-5-(tert-butyldiphenylsilyloxy)-1,3-[(R)-3,4-dimethoxybenzylidenedioxy]-4-methylpentane

Base Information

Chemical Name:(2S,3S,4R)-2-(tert-butyldimethylsilyloxymethyl)-5-(tert-butyldiphenylsilyloxy)-1,3-[(R)-3,4-dimethoxybenzylidenedioxy]-4-methylpentane
CAS No.:240820-97-7
Molecular Formula:C₃₈H₅₆O₆Si₂
Molecular Weight:665.03
Hs Code.:

Synonyms:(2S,3S,4R)-2-(tert-butyldimethylsilyloxymethyl)-5-(tert-butyldiphenylsilyloxy)-1,3-[(R)-3,4-dimethoxybenzylidenedioxy]-4-methylpentane

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Chemical Property of (2S,3S,4R)-2-(tert-butyldimethylsilyloxymethyl)-5-(tert-butyldiphenylsilyloxy)-1,3-[(R)-3,4-dimethoxybenzylidenedioxy]-4-methylpentane

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Technology Process of (2S,3S,4R)-2-(tert-butyldimethylsilyloxymethyl)-5-(tert-butyldiphenylsilyloxy)-1,3-[(R)-3,4-dimethoxybenzylidenedioxy]-4-methylpentane

There total 4 articles about (2S,3S,4R)-2-(tert-butyldimethylsilyloxymethyl)-5-(tert-butyldiphenylsilyloxy)-1,3-[(R)-3,4-dimethoxybenzylidenedioxy]-4-methylpentane 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: 100.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 240820-96-6
(2R,3S,4R)-5-(tert-butyldiphenylsilyloxy)-2-hydroxymethyl-1,3-[(R)-3,4-dimethoxybenzylidenedioxy]-4-methylpentane

: 240820-97-7
(2S,3S,4R)-2-(tert-butyldimethylsilyloxymethyl)-5-(tert-butyldiphenylsilyloxy)-1,3-[(R)-3,4-dimethoxybenzylidenedioxy]-4-methylpentane

Guidance literature:: With 1H-imidazole; In dichloromethane; Ambient temperature;
DOI:10.1055/s-1999-2730

Reference yield:

: tert-Butyl-{(R)-2-[(2R,4S,5R)-2-(3,4-dimethoxy-phenyl)-5-vinyl-[1,3]dioxan-4-yl]-propoxy}-diphenyl-silane

: 240820-97-7
(2S,3S,4R)-2-(tert-butyldimethylsilyloxymethyl)-5-(tert-butyldiphenylsilyloxy)-1,3-[(R)-3,4-dimethoxybenzylidenedioxy]-4-methylpentane

Guidance literature:: Multi-step reaction with 4 steps

1: OsO₄; NMO / acetone; H₂O / 20 h / 20 °C

2: NaIO₄ / tetrahydrofuran / 1 h / 20 °C

3: 93 percent / NaBH₄ / diethyl ether / 1 h / 20 °C

4: 100 percent / imidazole / CH₂Cl₂ / 0.5 h / 20 °C

With 1H-imidazole; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; In tetrahydrofuran; diethyl ether; dichloromethane; water; acetone; 1: dihydroxylation / 2: oxidative cleavage / 3: Reduction / 4: Condensation;
DOI:10.1248/cpb.47.1288

Reference yield:

: 240820-94-4
1-[(2R,4S,5S)-4-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2-(3,4-dimethoxy-phenyl)-[1,3]dioxan-5-yl]-ethane-1,2-diol

: 240820-97-7
(2S,3S,4R)-2-(tert-butyldimethylsilyloxymethyl)-5-(tert-butyldiphenylsilyloxy)-1,3-[(R)-3,4-dimethoxybenzylidenedioxy]-4-methylpentane

Guidance literature:: Multi-step reaction with 3 steps

1: NaIO₄ / tetrahydrofuran / 1 h / 20 °C

2: 93 percent / NaBH₄ / diethyl ether / 1 h / 20 °C

3: 100 percent / imidazole / CH₂Cl₂ / 0.5 h / 20 °C

With 1H-imidazole; sodium tetrahydroborate; sodium periodate; In tetrahydrofuran; diethyl ether; dichloromethane; 1: oxidative cleavage / 2: Reduction / 3: Condensation;
DOI:10.1248/cpb.47.1288