(2Z,6E)-(4S)-8-(tert-butyldiphenylsilanyloxy)-2,4,6-trimethylocta-2,6-dienal

Base Information

Chemical Name:(2Z,6E)-(4S)-8-(tert-butyldiphenylsilanyloxy)-2,4,6-trimethylocta-2,6-dienal
CAS No.:343262-94-2
Molecular Formula:C₂₇H₃₆O₂Si
Molecular Weight:420.667
Hs Code.:

Synonyms:(2Z,6E)-(4S)-8-(tert-butyldiphenylsilanyloxy)-2,4,6-trimethylocta-2,6-dienal

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Chemical Property of (2Z,6E)-(4S)-8-(tert-butyldiphenylsilanyloxy)-2,4,6-trimethylocta-2,6-dienal

Chemical Property:

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Technology Process of (2Z,6E)-(4S)-8-(tert-butyldiphenylsilanyloxy)-2,4,6-trimethylocta-2,6-dienal

There total 5 articles about (2Z,6E)-(4S)-8-(tert-butyldiphenylsilanyloxy)-2,4,6-trimethylocta-2,6-dienal 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:

: 343262-70-4
(2Z,6E)-(4S)-8-(tert-butyldiphenylsilanyloxy)-2,4,6-trimethylocta-2,6-dien-1-ol

: 343262-94-2
(2Z,6E)-(4S)-8-(tert-butyldiphenylsilanyloxy)-2,4,6-trimethylocta-2,6-dienal

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 ℃; for 0.75h;
DOI:10.1021/ol015753k

Reference yield:

: 343262-68-0
(2S)-(4E)-6-(tert-butyldiphenylsilanyloxy)-2,4-dimethyl-hex-4-enal

: 343262-94-2
(2Z,6E)-(4S)-8-(tert-butyldiphenylsilanyloxy)-2,4,6-trimethylocta-2,6-dienal

Guidance literature:: Multi-step reaction with 3 steps

1: 99 percent / potassium bis(trimethylsilyl)amide; 18-crown-6 / tetrahydrofuran; toluene / 2 h / -78 °C

2: 98 percent / DIBAL / diethyl ether / 1.5 h / -78 - 20 °C

3: oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / 0.75 h / -78 °C

With oxalyl dichloride; 18-crown-6 ether; potassium hexamethylsilazane; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; toluene;
DOI:10.1021/ol015753k

Reference yield:

: 343262-92-0
(2S)-(4E)-6-(tert-butyldiphenylsilanyloxy)-2,4-dimethylhex-4-en-1-ol

: 343262-94-2
(2Z,6E)-(4S)-8-(tert-butyldiphenylsilanyloxy)-2,4,6-trimethylocta-2,6-dienal

Guidance literature:: Multi-step reaction with 4 steps

1: 94 percent / oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / 0.5 h / -78 °C

2: 99 percent / potassium bis(trimethylsilyl)amide; 18-crown-6 / tetrahydrofuran; toluene / 2 h / -78 °C

3: 98 percent / DIBAL / diethyl ether / 1.5 h / -78 - 20 °C

4: oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / 0.75 h / -78 °C

With oxalyl dichloride; 18-crown-6 ether; potassium hexamethylsilazane; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; toluene; 1: Swern oxidation;
DOI:10.1021/ol015753k