(4S,6S)-6-(2-(tert-butyldiphenylsilyloxy)ethyl)-2,2-dimethyl-1,3-dioxane-4-carbaldehyde

Base Information

• Chemical Name: (4S,6S)-6-(2-(tert-butyldiphenylsilyloxy)ethyl)-2,2-dimethyl-1,3-dioxane-4-carbaldehyde
• CAS No.: 1067185-71-0
• Molecular Formula: C₂₅H₃₄O₄Si
• Molecular Weight: 426.628

Synonyms:(4S,6S)-6-(2-(tert-butyldiphenylsilyloxy)ethyl)-2,2-dimethyl-1,3-dioxane-4-carbaldehyde

Chemical Property of (4S,6S)-6-(2-(tert-butyldiphenylsilyloxy)ethyl)-2,2-dimethyl-1,3-dioxane-4-carbaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of (4S,6S)-6-(2-(tert-butyldiphenylsilyloxy)ethyl)-2,2-dimethyl-1,3-dioxane-4-carbaldehyde

There total 8 articles about (4S,6S)-6-(2-(tert-butyldiphenylsilyloxy)ethyl)-2,2-dimethyl-1,3-dioxane-4-carbaldehyde 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%

((4S,6S)-6-(2-(tert-butyldiphenylsilyloxy)ethyl)-2,2-dimethyl-1,3-dioxan-4-yl)methanol (214345-66-1) → (4S,6S)-6-(2-(tert-butyldiphenylsilyloxy)ethyl)-2,2-dimethyl-1,3-dioxane-4-carbaldehyde (1067185-71-0)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 3h;

DOI:10.1016/j.tetlet.2008.07.022

Reference yield:

(4S,6S)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxane-4-carboxylic acid → (4S,6S)-6-(2-(tert-butyldiphenylsilyloxy)ethyl)-2,2-dimethyl-1,3-dioxane-4-carbaldehyde (1067185-71-0)

Guidance literature:

Multi-step reaction with 2 steps

1: CH₂Cl₂; methanol

2: NMO / Pr₄NRuO₄

With N-methyl-2-indolinone; tetrapropylammonium perruthennate; In methanol; dichloromethane;

DOI:10.1016/S0040-4039(98)01467-1

Reference yield:

tert-Butyl-[2-((4S,6S)-6-furan-2-yl-2,2-dimethyl-[1,3]dioxan-4-yl)-ethoxy]-diphenyl-silane (214345-64-9) → (4S,6S)-6-(2-(tert-butyldiphenylsilyloxy)ethyl)-2,2-dimethyl-1,3-dioxane-4-carbaldehyde (1067185-71-0)

Guidance literature:

Multi-step reaction with 3 steps

1: O₃ / CH₂Cl₂; methanol / -78 °C

2: CH₂Cl₂; methanol

3: NMO / Pr₄NRuO₄

With N-methyl-2-indolinone; ozone; tetrapropylammonium perruthennate; In methanol; dichloromethane;

DOI:10.1016/S0040-4039(98)01467-1

upstream raw materials:

((4S,6S)-6-(2-(tert-butyldiphenylsilyloxy)ethyl)-2,2-dimethyl-1,3-dioxan-4-yl)methanol

tert-Butyl-[2-((4S,6S)-6-furan-2-yl-2,2-dimethyl-[1,3]dioxan-4-yl)-ethoxy]-diphenyl-silane

6-((S)-2-(furan-2-yl)-2-hydroxyethyl)-2,2-dimethyl-4H-1,3-dioxin-4-one

Downstream raw materials:

(2-((4S,6S)-6-(3-((4S,6S)-6-(benzyloxymethyl)-2,2-dimethyl-1,3-dioxan-4-yl)prop-1-enyl)-2,2-dimethyl-1,3-dioxan-4-yl)ethoxy)(tert-butyl)diphenylsilane

(2-((4S,6S)-6-(3-((4S,6S)-6-(benzyloxymethyl)-2,2-dimethyl-1,3-dioxan-4-yl)prop-1-enyl)-2,2-dimethyl-1,3-dioxan-4-yl)ethoxy)(tert-butyl)diphenylsilane

tert-Butyl-[2-((4S,6S)-6-ethynyl-2,2-dimethyl-[1,3]dioxan-4-yl)-ethoxy]-diphenyl-silane

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