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

Base Information

Chemical Name:(S)-{(4R,5R,6S)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-phenyl-methanol
CAS No.:261775-48-8
Molecular Formula:C₃₂H₄₂O₄Si
Molecular Weight:518.769
Hs Code.:

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

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

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

There total 7 articles about (S)-{(4R,5R,6S)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-phenyl-methanol 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:

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

: 261775-48-8
(S)-{(4R,5R,6S)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-phenyl-methanol

Guidance literature:: Multi-step reaction with 6 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

6: diethyl ether / 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; diethyl ether; dichloromethane; dimethyl sulfoxide; ethyl acetate; 1: Sharpless asymmetric epoxidation / 6: Grignard addition;
DOI:10.1021/jo010131y

Reference yield:

: 261775-42-2
[2-((4S,5R,6R)-6-Benzyloxymethyl-2,2,5-trimethyl-[1,3]dioxan-4-yl)-ethoxy]-tert-butyl-diphenyl-silane

: 261775-48-8
(S)-{(4R,5R,6S)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-phenyl-methanol

Guidance literature:: Multi-step reaction with 3 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

3: diethyl ether / 1 h / 0 °C

With pyridine-SO₃ complex; hydrogen; triethylamine; palladium on activated charcoal; In diethyl ether; dichloromethane; dimethyl sulfoxide; ethyl acetate; 3: Grignard addition;
DOI:10.1021/jo010131y

Reference yield:

: 261775-40-0
(2R,3R,4S)-1-Benzyloxy-6-(tert-butyl-diphenyl-silanyloxy)-3-methyl-hexane-2,4-diol

: 261775-48-8
(S)-{(4R,5R,6S)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-phenyl-methanol

Guidance literature:: Multi-step reaction with 4 steps

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

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

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

4: diethyl ether / 1 h / 0 °C

With pyridine-SO₃ complex; camphor-10-sulfonic acid; hydrogen; triethylamine; palladium on activated charcoal; In diethyl ether; dichloromethane; dimethyl sulfoxide; ethyl acetate; 4: Grignard addition;
DOI:10.1021/jo010131y