[(3R,5R,6S)-5,7-Bis-(tert-butyl-dimethyl-silanyloxy)-5,6-dimethyl-3-triisopropylsilanyloxy-heptyloxymethyl]-benzene

Base Information

Chemical Name:[(3R,5R,6S)-5,7-Bis-(tert-butyl-dimethyl-silanyloxy)-5,6-dimethyl-3-triisopropylsilanyloxy-heptyloxymethyl]-benzene
CAS No.:274693-93-5
Molecular Formula:C₃₇H₇₄O₄Si₃
Molecular Weight:667.249
Hs Code.:

Synonyms:[(3R,5R,6S)-5,7-Bis-(tert-butyl-dimethyl-silanyloxy)-5,6-dimethyl-3-triisopropylsilanyloxy-heptyloxymethyl]-benzene

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Chemical Property of [(3R,5R,6S)-5,7-Bis-(tert-butyl-dimethyl-silanyloxy)-5,6-dimethyl-3-triisopropylsilanyloxy-heptyloxymethyl]-benzene

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Technology Process of [(3R,5R,6S)-5,7-Bis-(tert-butyl-dimethyl-silanyloxy)-5,6-dimethyl-3-triisopropylsilanyloxy-heptyloxymethyl]-benzene

There total 6 articles about [(3R,5R,6S)-5,7-Bis-(tert-butyl-dimethyl-silanyloxy)-5,6-dimethyl-3-triisopropylsilanyloxy-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: 85.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 274693-92-4
(2S,3R,5R)-7-Benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-2,3-dimethyl-5-triisopropylsilanyloxy-heptan-3-ol

: 274693-93-5
[(3R,5R,6S)-5,7-Bis-(tert-butyl-dimethyl-silanyloxy)-5,6-dimethyl-3-triisopropylsilanyloxy-heptyloxymethyl]-benzene

Guidance literature:: With TEA; In dichloromethane; at 0 - 20 ℃; for 2h;
DOI:10.1016/S0040-4039(00)00208-2

Reference yield:

: 274693-87-7
(E)-(S)-1-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-5-methyl-hept-5-en-3-ol

: 274693-93-5
[(3R,5R,6S)-5,7-Bis-(tert-butyl-dimethyl-silanyloxy)-5,6-dimethyl-3-triisopropylsilanyloxy-heptyloxymethyl]-benzene

Guidance literature:: Multi-step reaction with 6 steps

1: TEA / CH₂Cl₂ / 0.17 h / 0 °C

2: 87 percent / HF-Pyr; pyridine / tetrahydrofuran / 2 h / 0 - 20 °C

3: Ti(O-i-Pr)4; D-(-)-DET; TBHP / CH₂Cl₂ / 7 h / -20 °C

4: 73 percent / DMAP; TEA / CH₂Cl₂ / 4 h / 0 - 20 °C

5: 100 percent / diethyl ether / 12 h / -78 - 20 °C

6: 85 percent / TEA / CH₂Cl₂ / 2 h / 0 - 20 °C

With pyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; diethyl (2S,3S)-tartrate; TEA; hydrogen fluoride; In tetrahydrofuran; diethyl ether; dichloromethane; 1: Etherification / 2: Hydrolysis / 3: Epoxidation / 4: Etherification / 5: Methylation / 6: Etherification;
DOI:10.1016/S0040-4039(00)00208-2

Reference yield:

: 274693-89-9
(E)-(S)-7-Benzyloxy-3-methyl-5-triisopropylsilanyloxy-hept-2-en-1-ol

: 274693-93-5
[(3R,5R,6S)-5,7-Bis-(tert-butyl-dimethyl-silanyloxy)-5,6-dimethyl-3-triisopropylsilanyloxy-heptyloxymethyl]-benzene

Guidance literature:: Multi-step reaction with 4 steps

1: Ti(O-i-Pr)4; D-(-)-DET; TBHP / CH₂Cl₂ / 7 h / -20 °C

2: 73 percent / DMAP; TEA / CH₂Cl₂ / 4 h / 0 - 20 °C

3: 100 percent / diethyl ether / 12 h / -78 - 20 °C

4: 85 percent / TEA / CH₂Cl₂ / 2 h / 0 - 20 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; diethyl (2S,3S)-tartrate; TEA; In diethyl ether; dichloromethane; 1: Epoxidation / 2: Etherification / 3: Methylation / 4: Etherification;
DOI:10.1016/S0040-4039(00)00208-2