(4S,5S,6R)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2,5-trimethyl-[1,3]dioxane-4-carbaldehyde

Base Information

Chemical Name:(4S,5S,6R)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2,5-trimethyl-[1,3]dioxane-4-carbaldehyde
CAS No.:333303-61-0
Molecular Formula:C₂₆H₃₆O₄Si
Molecular Weight:440.655
Hs Code.:

Synonyms:(4S,5S,6R)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2,5-trimethyl-[1,3]dioxane-4-carbaldehyde

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Chemical Property of (4S,5S,6R)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2,5-trimethyl-[1,3]dioxane-4-carbaldehyde

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Technology Process of (4S,5S,6R)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2,5-trimethyl-[1,3]dioxane-4-carbaldehyde

There total 9 articles about (4S,5S,6R)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2,5-trimethyl-[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:

: {(4S,5S,6R)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-methanol

: 333303-61-0
(4S,5S,6R)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2,5-trimethyl-[1,3]dioxane-4-carbaldehyde

Guidance literature:: With pyridine-SO₃ complex; dimethyl sulfoxide; triethylamine; In dichloromethane; at 0 ℃; for 0.333333h;
DOI:10.1016/S0040-4039(00)02247-4

Reference yield:

: 261775-38-6
6-benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-4-methyl-hex-4-en-3-ol

: 333303-61-0
(4S,5S,6R)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2,5-trimethyl-[1,3]dioxane-4-carbaldehyde

Guidance literature:: Multi-step reaction with 5 steps

1: tert-butyl hydroperoxide; 4-Angstroem molecular sieves / diisopropyl (-)-D-tartrate; Ti(iPrO)4 / CH₂Cl₂ / 0.42 h / -20 °C

2: Cp₂TiCl; cyclohexa-1,4-diene / tetrahydrofuran / 8 h / -20 - 20 °C

3: camphorsulfonic acid / CH₂Cl₂ / 1 h / 0 °C

4: H₂ / Pd/C / ethyl acetate / 2 h / 20 °C / 760.05 Torr

5: SO₃-pyridine complex; Et₃N / CH₂Cl₂; dimethylsulfoxide / 1 h / 0 °C

With tert.-butylhydroperoxide; bis(cyclopentadienyl)titanium (III) chloride; pyridine-SO₃ complex; cyclohexa-1,4-diene; 4 A molecular sieve; camphor-10-sulfonic acid; hydrogen; triethylamine; titanium(IV) isopropylate; palladium on activated charcoal; D-(-)-diisopropyl tartrate; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; ethyl acetate; 1: Sharpless asymmetric epoxidation;
DOI:10.1021/jo010131y

Reference yield:

: 333303-60-9
[2-((4R,5S,6S)-6-Benzyloxymethyl-2,2,5-trimethyl-[1,3]dioxan-4-yl)-ethoxy]-tert-butyl-diphenyl-silane

: 333303-61-0
(4S,5S,6R)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2,5-trimethyl-[1,3]dioxane-4-carbaldehyde

Guidance literature:: Multi-step reaction with 2 steps

1: H₂ / Pd/C / ethyl acetate / 2 h / 20 °C / 760.05 Torr

2: SO₃-pyridine complex; Et₃N / CH₂Cl₂; dimethylsulfoxide / 1 h / 0 °C

With pyridine-SO₃ complex; hydrogen; triethylamine; palladium on activated charcoal; In dichloromethane; dimethyl sulfoxide; ethyl acetate;
DOI:10.1021/jo010131y