(E)-(4R,5R,6S)-6,8-Bis-(tert-butyl-dimethyl-silanyloxy)-1-(4-methoxy-benzyloxy)-3,5-dimethyl-oct-2-en-4-ol

Base Information

Chemical Name:(E)-(4R,5R,6S)-6,8-Bis-(tert-butyl-dimethyl-silanyloxy)-1-(4-methoxy-benzyloxy)-3,5-dimethyl-oct-2-en-4-ol
CAS No.:850697-65-3
Molecular Formula:C₃₀H₅₆O₅Si₂
Molecular Weight:552.943
Hs Code.:

Synonyms:(E)-(4R,5R,6S)-6,8-Bis-(tert-butyl-dimethyl-silanyloxy)-1-(4-methoxy-benzyloxy)-3,5-dimethyl-oct-2-en-4-ol

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Chemical Property of (E)-(4R,5R,6S)-6,8-Bis-(tert-butyl-dimethyl-silanyloxy)-1-(4-methoxy-benzyloxy)-3,5-dimethyl-oct-2-en-4-ol

Chemical Property:

Purity/Quality:

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Hazard Codes:

MSDS Files:

Useful:

Technology Process of (E)-(4R,5R,6S)-6,8-Bis-(tert-butyl-dimethyl-silanyloxy)-1-(4-methoxy-benzyloxy)-3,5-dimethyl-oct-2-en-4-ol

There total 5 articles about (E)-(4R,5R,6S)-6,8-Bis-(tert-butyl-dimethyl-silanyloxy)-1-(4-methoxy-benzyloxy)-3,5-dimethyl-oct-2-en-4-ol 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:

: 850697-63-1
1-((E)-3-Iodo-but-2-enyloxymethyl)-4-methoxy-benzene

: 188926-25-2
(2S,3S)-3,5-bis{[tert-butyl(dimethyl)silyl]oxy}-2-methylpentanal

: (E)-(4S,5R,6S)-6,8-Bis-(tert-butyl-dimethyl-silanyloxy)-1-(4-methoxy-benzyloxy)-3,5-dimethyl-oct-2-en-4-ol

: 850697-65-3
(E)-(4R,5R,6S)-6,8-Bis-(tert-butyl-dimethyl-silanyloxy)-1-(4-methoxy-benzyloxy)-3,5-dimethyl-oct-2-en-4-ol

Guidance literature:: 1-((E)-3-Iodo-but-2-enyloxymethyl)-4-methoxy-benzene; With tert.-butyl lithium; In diethyl ether; at -90 ℃;

(2S,3S)-3,5-bis{[tert-butyl(dimethyl)silyl]oxy}-2-methylpentanal; In diethyl ether; at -90 ℃; for 1h;
DOI:10.1055/s-2005-862373

Reference yield:

: 73842-99-6
3-tert-butyldimethylsilyloxy-1-propanol

: 850697-65-3
(E)-(4R,5R,6S)-6,8-Bis-(tert-butyl-dimethyl-silanyloxy)-1-(4-methoxy-benzyloxy)-3,5-dimethyl-oct-2-en-4-ol

Guidance literature:: Multi-step reaction with 5 steps

1.1: 77 percent / SO₃*pyridine; NEt₃ / dimethylsulfoxide / 0.17 h / 20 °C

2.1: 90 percent / 2,6-lutidine / CH₂Cl₂ / 1.5 h / 20 °C

3.1: O₃; pyridine / CH₂Cl₂; methanol

3.2: 95 percent / Me₂S / CH₂Cl₂; methanol / 12 h / -78 - 20 °C

4.1: tert-BuLi / diethyl ether / -90 °C

4.2: diethyl ether / 1 h / -90 °C

With pyridine; 2,6-dimethylpyridine; pyridine-SO₃ complex; tert.-butyl lithium; ozone; triethylamine; In methanol; diethyl ether; dichloromethane; dimethyl sulfoxide;
DOI:10.1055/s-2005-862373

Reference yield:

: 89922-82-7
3-(tert-butyldimethylsilanyloxy)propionaldehyde

: 850697-65-3
(E)-(4R,5R,6S)-6,8-Bis-(tert-butyl-dimethyl-silanyloxy)-1-(4-methoxy-benzyloxy)-3,5-dimethyl-oct-2-en-4-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: 90 percent / 2,6-lutidine / CH₂Cl₂ / 1.5 h / 20 °C

2.1: O₃; pyridine / CH₂Cl₂; methanol

2.2: 95 percent / Me₂S / CH₂Cl₂; methanol / 12 h / -78 - 20 °C

3.1: tert-BuLi / diethyl ether / -90 °C

3.2: diethyl ether / 1 h / -90 °C

With pyridine; 2,6-dimethylpyridine; tert.-butyl lithium; ozone; In methanol; diethyl ether; dichloromethane;
DOI:10.1055/s-2005-862373