(S)-3-Benzyloxy-4-{(4R,6S)-6-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-butyraldehyde

Base Information

Chemical Name:(S)-3-Benzyloxy-4-{(4R,6S)-6-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-butyraldehyde
CAS No.:500533-16-4
Molecular Formula:C₂₅H₄₂O₅Si
Molecular Weight:450.691
Hs Code.:

Synonyms:(S)-3-Benzyloxy-4-{(4R,6S)-6-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-butyraldehyde

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Chemical Property of (S)-3-Benzyloxy-4-{(4R,6S)-6-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-butyraldehyde

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Technology Process of (S)-3-Benzyloxy-4-{(4R,6S)-6-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-butyraldehyde

There total 5 articles about (S)-3-Benzyloxy-4-{(4R,6S)-6-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-butyraldehyde 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:

: (R)-4-Benzyloxy-5-{(4R,6S)-6-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-pentane-1,2-diol

: 500533-16-4
(S)-3-Benzyloxy-4-{(4R,6S)-6-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-butyraldehyde

Guidance literature:: With sodium periodate; at 20 ℃;
DOI:10.1055/s-2002-35584

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 500533-16-4
(S)-3-Benzyloxy-4-{(4R,6S)-6-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-butyraldehyde

Guidance literature:: Multi-step reaction with 3 steps

1: imidazole / dimethylformamide / 0 °C

2: NMO; OsO₄; H₂O / acetone / 20 °C

3: aq. NaIO₄ / 20 °C

With 1H-imidazole; sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; water; In N,N-dimethyl-formamide; acetone;
DOI:10.1055/s-2002-35584

Reference yield:

: 251908-55-1
(2''R,4R,6R)-6-(2''-Benzyloxy-4''-pentenyl)-4-(methoxycarbonylmethyl)-2,2-dimethyl-1,3-dioxane

: 500533-16-4
(S)-3-Benzyloxy-4-{(4R,6S)-6-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-butyraldehyde

Guidance literature:: Multi-step reaction with 4 steps

1: LiAlH₄ / tetrahydrofuran / -78 °C

2: imidazole / dimethylformamide / 0 °C

3: NMO; OsO₄; H₂O / acetone / 20 °C

4: aq. NaIO₄ / 20 °C

With 1H-imidazole; sodium periodate; osmium(VIII) oxide; lithium aluminium tetrahydride; N-methyl-2-indolinone; water; In tetrahydrofuran; N,N-dimethyl-formamide; acetone;
DOI:10.1055/s-2002-35584