(E)-(3S,4S,7S)-3,7-Bis-(tert-butyl-dimethyl-silanyloxy)-9-(4-methoxy-benzyloxy)-4,6-dimethyl-non-5-enal

Base Information

Chemical Name:(E)-(3S,4S,7S)-3,7-Bis-(tert-butyl-dimethyl-silanyloxy)-9-(4-methoxy-benzyloxy)-4,6-dimethyl-non-5-enal
CAS No.:875439-65-9
Molecular Formula:C₃₁H₅₆O₅Si₂
Molecular Weight:564.954
Hs Code.:

Synonyms:(E)-(3S,4S,7S)-3,7-Bis-(tert-butyl-dimethyl-silanyloxy)-9-(4-methoxy-benzyloxy)-4,6-dimethyl-non-5-enal

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Chemical Property of (E)-(3S,4S,7S)-3,7-Bis-(tert-butyl-dimethyl-silanyloxy)-9-(4-methoxy-benzyloxy)-4,6-dimethyl-non-5-enal

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Technology Process of (E)-(3S,4S,7S)-3,7-Bis-(tert-butyl-dimethyl-silanyloxy)-9-(4-methoxy-benzyloxy)-4,6-dimethyl-non-5-enal

There total 12 articles about (E)-(3S,4S,7S)-3,7-Bis-(tert-butyl-dimethyl-silanyloxy)-9-(4-methoxy-benzyloxy)-4,6-dimethyl-non-5-enal 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: 94.0%

: 875439-79-5
(E)-(3S,4S,7S)-3,7-Bis-(tert-butyl-dimethyl-silanyloxy)-9-(4-methoxy-benzyloxy)-4,6-dimethyl-non-5-enoic acid methoxy-methyl-amide

: 875439-65-9
(E)-(3S,4S,7S)-3,7-Bis-(tert-butyl-dimethyl-silanyloxy)-9-(4-methoxy-benzyloxy)-4,6-dimethyl-non-5-enal

Guidance literature:: With diisobutylaluminium hydride; In hexane; toluene; at -78 ℃; for 0.833333h;
DOI:10.1021/ol052588q

Reference yield:

: 875439-77-3
(2S,3E,5S)-5-(tert-butyldimethylsilyloxy)-7-(4-methoxybenzyloxy)-2,4-dimethylhept-3-enal

: 875439-65-9
(E)-(3S,4S,7S)-3,7-Bis-(tert-butyl-dimethyl-silanyloxy)-9-(4-methoxy-benzyloxy)-4,6-dimethyl-non-5-enal

Guidance literature:: Multi-step reaction with 4 steps

1.1: tin(II) triflate; N-ethyl piperidine / CH₂Cl₂ / 4 h / -50 °C

1.2: 99 percent / CH₂Cl₂ / -78 °C

2.1: AlMe₃ / CH₂Cl₂; heptane / 0 - 20 °C

2.2: 95 percent / CH₂Cl₂; heptane / -30 - 20 °C

3.1: 95 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h

4.1: 94 percent / DIBAL-H / toluene; hexane / 0.83 h / -78 °C

With 1-ethyl-piperidine; 2,6-dimethylpyridine; tin(II) trifluoromethanesulfonate; trimethylaluminum; diisobutylaluminium hydride; In hexane; n-heptane; dichloromethane; toluene; 1.2: aldol reaction;
DOI:10.1021/ol052588q

Reference yield:

: 875439-63-7
(2S,3E,5S)-5-(tert-butyldimethylsilyloxy)-7-(4-methoxybenzyloxy)-2,4-dimethylhept-3-en-1ol

: 875439-65-9
(E)-(3S,4S,7S)-3,7-Bis-(tert-butyl-dimethyl-silanyloxy)-9-(4-methoxy-benzyloxy)-4,6-dimethyl-non-5-enal

Guidance literature:: Multi-step reaction with 5 steps

1.1: 84 percent / NaHCO₃; Dess-Mertin periodinane / CH₂Cl₂ / 0 - 20 °C

2.1: tin(II) triflate; N-ethyl piperidine / CH₂Cl₂ / 4 h / -50 °C

2.2: 99 percent / CH₂Cl₂ / -78 °C

3.1: AlMe₃ / CH₂Cl₂; heptane / 0 - 20 °C

3.2: 95 percent / CH₂Cl₂; heptane / -30 - 20 °C

4.1: 95 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h

5.1: 94 percent / DIBAL-H / toluene; hexane / 0.83 h / -78 °C

With 1-ethyl-piperidine; 2,6-dimethylpyridine; tin(II) trifluoromethanesulfonate; trimethylaluminum; diisobutylaluminium hydride; sodium hydrogencarbonate; Dess-Martin periodane; In hexane; n-heptane; dichloromethane; toluene; 2.2: aldol reaction;
DOI:10.1021/ol052588q