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

Base Information

Chemical Name:[2-((4S,5R,6R)-6-Benzyloxymethyl-2,2,5-trimethyl-[1,3]dioxan-4-yl)-ethoxy]-tert-butyl-diphenyl-silane
CAS No.:261775-42-2
Molecular Formula:C₃₃H₄₄O₄Si
Molecular Weight:532.795
Hs Code.:

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

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Chemical Property of [2-((4S,5R,6R)-6-Benzyloxymethyl-2,2,5-trimethyl-[1,3]dioxan-4-yl)-ethoxy]-tert-butyl-diphenyl-silane

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Technology Process of [2-((4S,5R,6R)-6-Benzyloxymethyl-2,2,5-trimethyl-[1,3]dioxan-4-yl)-ethoxy]-tert-butyl-diphenyl-silane

There total 4 articles about [2-((4S,5R,6R)-6-Benzyloxymethyl-2,2,5-trimethyl-[1,3]dioxan-4-yl)-ethoxy]-tert-butyl-diphenyl-silane 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

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

Guidance literature:: Multi-step reaction with 3 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

With tert.-butylhydroperoxide; bis(cyclopentadienyl)titanium (III) chloride; cyclohexa-1,4-diene; 4 A molecular sieve; camphor-10-sulfonic acid; titanium(IV) isopropylate; D-(-)-diisopropyl tartrate; In tetrahydrofuran; dichloromethane; 1: Sharpless asymmetric epoxidation;
DOI:10.1021/jo010131y

Reference yield:

: 77-76-9
2,2-dimethoxy-propane

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

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

Guidance literature:: With camphor-10-sulfonic acid; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1021/jo010131y

Reference yield:

: 77-76-9
2,2-dimethoxy-propane

: 261775-37-5
(S)-1-((2S,3S)-3-Benzyloxymethyl-2-methyl-oxiranyl)-3-(tert-butyl-diphenyl-silanyloxy)-propan-1-ol

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

Guidance literature:: (S)-1-((2S,3S)-3-Benzyloxymethyl-2-methyl-oxiranyl)-3-(tert-butyl-diphenyl-silanyloxy)-propan-1-ol; With bis(cyclopentadienyl)titanium dichloride; cyclohexa-1,4-diene; zinc(II) chloride; In tetrahydrofuran; at -20 - 20 ℃; for 6h;

2,2-dimethoxy-propane; With camphor-10-sulfonic acid; In dichloromethane; at 0 - 20 ℃; for 1h;