(2Z,6E)-(4S)-8-(tert-butyldiphenylsilanyloxy)-2,4,6-trimethylocta-2,6-dienoic acid ethyl ester

Base Information

Chemical Name:(2Z,6E)-(4S)-8-(tert-butyldiphenylsilanyloxy)-2,4,6-trimethylocta-2,6-dienoic acid ethyl ester
CAS No.:343262-69-1
Molecular Formula:C₂₉H₄₀O₃Si
Molecular Weight:464.72
Hs Code.:

Synonyms:(2Z,6E)-(4S)-8-(tert-butyldiphenylsilanyloxy)-2,4,6-trimethylocta-2,6-dienoic acid ethyl ester

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Chemical Property of (2Z,6E)-(4S)-8-(tert-butyldiphenylsilanyloxy)-2,4,6-trimethylocta-2,6-dienoic acid ethyl ester

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Technology Process of (2Z,6E)-(4S)-8-(tert-butyldiphenylsilanyloxy)-2,4,6-trimethylocta-2,6-dienoic acid ethyl ester

There total 3 articles about (2Z,6E)-(4S)-8-(tert-butyldiphenylsilanyloxy)-2,4,6-trimethylocta-2,6-dienoic acid ethyl ester 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: 99.0%

: 107905-52-2
ethyl 2-[bis(2,2,2-trifluoroethyl)phosphono]propionate

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

: 343262-69-1
(2Z,6E)-(4S)-8-(tert-butyldiphenylsilanyloxy)-2,4,6-trimethylocta-2,6-dienoic acid ethyl ester

Guidance literature:: With 18-crown-6 ether; potassium hexamethylsilazane; In tetrahydrofuran; toluene; at -78 ℃; for 2h;
DOI:10.1021/ol015753k

Reference yield:

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

: 343262-69-1
(2Z,6E)-(4S)-8-(tert-butyldiphenylsilanyloxy)-2,4,6-trimethylocta-2,6-dienoic acid ethyl ester

Guidance literature:: Multi-step reaction with 2 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

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

Reference yield:

: 343262-67-9
(S)-4-benzyl-3-[(2S)-(4E)-6-(tert-butyldiphenylsilanyloxy)-2,4-dimethyl-hex-4-enoyl]-oxazolidin-2-one

: 343262-69-1
(2Z,6E)-(4S)-8-(tert-butyldiphenylsilanyloxy)-2,4,6-trimethylocta-2,6-dienoic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 87 percent / LiBH₄; MeOH / diethyl ether / 0.5 h / 0 °C

2: 94 percent / oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / 0.5 h / -78 °C

3: 99 percent / potassium bis(trimethylsilyl)amide; 18-crown-6 / tetrahydrofuran; toluene / 2 h / -78 °C

With methanol; lithium borohydride; oxalyl dichloride; 18-crown-6 ether; potassium hexamethylsilazane; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; toluene; 2: Swern oxidation;
DOI:10.1021/ol015753k