[(3S,4R,5S)-3,5,7-Tris-(tert-butyl-dimethyl-silanyloxy)-4-vinyl-heptyloxymethyl]-benzene

Base Information

Chemical Name:[(3S,4R,5S)-3,5,7-Tris-(tert-butyl-dimethyl-silanyloxy)-4-vinyl-heptyloxymethyl]-benzene
CAS No.:82919-29-7
Molecular Formula:C₃₄H₆₆O₄Si₃
Molecular Weight:623.152
Hs Code.:

Synonyms:[(3S,4R,5S)-3,5,7-Tris-(tert-butyl-dimethyl-silanyloxy)-4-vinyl-heptyloxymethyl]-benzene

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Chemical Property of [(3S,4R,5S)-3,5,7-Tris-(tert-butyl-dimethyl-silanyloxy)-4-vinyl-heptyloxymethyl]-benzene

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Technology Process of [(3S,4R,5S)-3,5,7-Tris-(tert-butyl-dimethyl-silanyloxy)-4-vinyl-heptyloxymethyl]-benzene

There total 15 articles about [(3S,4R,5S)-3,5,7-Tris-(tert-butyl-dimethyl-silanyloxy)-4-vinyl-heptyloxymethyl]-benzene 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:

: 69739-34-0
t-butyldimethylsiyl triflate

: 82919-34-4
(3S,4S,5S)-7-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-4-vinyl-heptane-1,3-diol

: 82919-29-7
[(3S,4R,5S)-3,5,7-Tris-(tert-butyl-dimethyl-silanyloxy)-4-vinyl-heptyloxymethyl]-benzene

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 0 ℃; for 0.333333h; Yield given;
DOI:10.1021/ja00384a060

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 82919-29-7
[(3S,4R,5S)-3,5,7-Tris-(tert-butyl-dimethyl-silanyloxy)-4-vinyl-heptyloxymethyl]-benzene

Guidance literature:: Multi-step reaction with 8 steps

1: 2,6-lutidine / CH₂Cl₂ / 0.25 h / 0 °C

2: diisobutylaluminium hydride / toluene / 0.33 h / 0 °C

3: CrO₃*2C₅H₅N / CH₂Cl₂ / 0.25 h / 0 °C

4: benzene / 16 h / Ambient temperature

5: diisobutylaluminium hydride / hexane / 0.5 h / 0 °C

6: Ti(2-C₃H₇O), (-)-DET, t-BuOOH / CH₂Cl₂ / 15 h / -20 °C

7: Red-al / tetrahydrofuran / 14 h / 0 °C

8: 2,6-lutidine / CH₂Cl₂ / 0.33 h / 0 °C

With 2,6-dimethylpyridine; tert.-butylhydroperoxide; Ti(2-C₃H₇O); dipyridine chromium trioxide; diisobutylaluminium hydride; (-)-diethyl tartrate; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; hexane; dichloromethane; toluene; benzene;
DOI:10.1021/ja00384a060

Reference yield:

: 19790-60-4
3-Benzyloxypropanal

: 82919-29-7
[(3S,4R,5S)-3,5,7-Tris-(tert-butyl-dimethyl-silanyloxy)-4-vinyl-heptyloxymethyl]-benzene

Guidance literature:: Multi-step reaction with 14 steps

1: (c-C₅H₉)2BOTf, (2-C₃H₇)2NEt / CH₂Cl₂ / 2 h / 0 °C

2: conc. HF / acetonitrile / 3 h / Ambient temperature

3: ozone / CH₂Cl₂ / -78 °C

4: pyridine / hexane / 1 h / 50 °C

5: sodium m-periodate / methanol; H₂O / 5 h / Ambient temperature

6: diethyl ether / 0 °C

7: 2,6-lutidine / CH₂Cl₂ / 0.25 h / 0 °C

8: diisobutylaluminium hydride / toluene / 0.33 h / 0 °C

9: CrO₃*2C₅H₅N / CH₂Cl₂ / 0.25 h / 0 °C

10: benzene / 16 h / Ambient temperature

11: diisobutylaluminium hydride / hexane / 0.5 h / 0 °C

12: Ti(2-C₃H₇O), (-)-DET, t-BuOOH / CH₂Cl₂ / 15 h / -20 °C

13: Red-al / tetrahydrofuran / 14 h / 0 °C

14: 2,6-lutidine / CH₂Cl₂ / 0.33 h / 0 °C

With pyridine; 2,6-dimethylpyridine; tert.-butylhydroperoxide; sodium periodate; Ti(2-C₃H₇O); dicyclopentylboron trifluoromethanesulfonate; hydrogen fluoride; dipyridine chromium trioxide; diisobutylaluminium hydride; ozone; (-)-diethyl tartrate; N-ethyl-N,N-diisopropylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water; toluene; acetonitrile; benzene;
DOI:10.1021/ja00384a060