(2S,4R,5S)-4-[3-(tert-Butyl-diphenyl-silanyloxy)-propyl]-2-phenyl-[1,3]dioxan-5-ol

Base Information

Chemical Name:(2S,4R,5S)-4-[3-(tert-Butyl-diphenyl-silanyloxy)-propyl]-2-phenyl-[1,3]dioxan-5-ol
CAS No.:213766-24-6
Molecular Formula:C₂₉H₃₆O₄Si
Molecular Weight:476.688
Hs Code.:

Synonyms:(2S,4R,5S)-4-[3-(tert-Butyl-diphenyl-silanyloxy)-propyl]-2-phenyl-[1,3]dioxan-5-ol

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Chemical Property of (2S,4R,5S)-4-[3-(tert-Butyl-diphenyl-silanyloxy)-propyl]-2-phenyl-[1,3]dioxan-5-ol

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Technology Process of (2S,4R,5S)-4-[3-(tert-Butyl-diphenyl-silanyloxy)-propyl]-2-phenyl-[1,3]dioxan-5-ol

There total 6 articles about (2S,4R,5S)-4-[3-(tert-Butyl-diphenyl-silanyloxy)-propyl]-2-phenyl-[1,3]dioxan-5-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: 85.0%

: 1125-88-8
benzaldehyde dimethyl acetal

: 1054740-29-2
(2S,3R)-6-(tert-Butyl-diphenyl-silanyloxy)-hexane-1,2,3-triol

: 213766-24-6
(2S,4R,5S)-4-[3-(tert-Butyl-diphenyl-silanyloxy)-propyl]-2-phenyl-[1,3]dioxan-5-ol

Guidance literature:: With camphor-10-sulfonic acid; In dichloromethane; Ambient temperature;
DOI:10.1016/S0040-4039(98)01311-2

Reference yield:

: 213765-97-0
(4R,5S)-2,2-Dimethyl-4-hydroxymethyl-5-((E)-methoxycarbonylethenyl)-1,3-dioxolane

: 213766-24-6
(2S,4R,5S)-4-[3-(tert-Butyl-diphenyl-silanyloxy)-propyl]-2-phenyl-[1,3]dioxan-5-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 83 percent / H₂ / 10 percent Pd/C / methanol / Ambient temperature

2: 99 percent / imidazole / dimethylformamide / 0 deg C -> RT

3: 96 percent / LiAlH₄ / tetrahydrofuran / 0 °C

4: 98 percent / imidazole / dimethylformamide / 0 deg C -> RT

5: 73 percent / PdCl₂(CH₃CN)2 / acetonitrile / Ambient temperature

6: 85 percent / CSA / CH₂Cl₂ / Ambient temperature

With 1H-imidazole; dichloro bis(acetonitrile) palladium(II); lithium aluminium tetrahydride; camphor-10-sulfonic acid; hydrogen; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0040-4039(98)01311-2

Reference yield:

: 213766-02-0
3-((4R,5S)-5-Hydroxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-propionic acid methyl ester

: 213766-24-6
(2S,4R,5S)-4-[3-(tert-Butyl-diphenyl-silanyloxy)-propyl]-2-phenyl-[1,3]dioxan-5-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 99 percent / imidazole / dimethylformamide / 0 deg C -> RT

2: 96 percent / LiAlH₄ / tetrahydrofuran / 0 °C

3: 98 percent / imidazole / dimethylformamide / 0 deg C -> RT

4: 73 percent / PdCl₂(CH₃CN)2 / acetonitrile / Ambient temperature

5: 85 percent / CSA / CH₂Cl₂ / Ambient temperature

With 1H-imidazole; dichloro bis(acetonitrile) palladium(II); lithium aluminium tetrahydride; camphor-10-sulfonic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0040-4039(98)01311-2