(6E,10E)-(2S,9S)-9-(tert-Butyl-dimethyl-silanyloxy)-11-iodo-2,10-dimethyl-6-trityloxymethyl-undeca-6,10-dienal

Base Information

Chemical Name:(6E,10E)-(2S,9S)-9-(tert-Butyl-dimethyl-silanyloxy)-11-iodo-2,10-dimethyl-6-trityloxymethyl-undeca-6,10-dienal
CAS No.:226940-68-7
Molecular Formula:C₃₉H₅₁IO₃Si
Molecular Weight:722.822
Hs Code.:

Synonyms:(6E,10E)-(2S,9S)-9-(tert-Butyl-dimethyl-silanyloxy)-11-iodo-2,10-dimethyl-6-trityloxymethyl-undeca-6,10-dienal

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Chemical Property of (6E,10E)-(2S,9S)-9-(tert-Butyl-dimethyl-silanyloxy)-11-iodo-2,10-dimethyl-6-trityloxymethyl-undeca-6,10-dienal

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Technology Process of (6E,10E)-(2S,9S)-9-(tert-Butyl-dimethyl-silanyloxy)-11-iodo-2,10-dimethyl-6-trityloxymethyl-undeca-6,10-dienal

There total 21 articles about (6E,10E)-(2S,9S)-9-(tert-Butyl-dimethyl-silanyloxy)-11-iodo-2,10-dimethyl-6-trityloxymethyl-undeca-6,10-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: 98.0%

: 226940-67-6
(6E,10E)-(2S,9S)-9-(tert-Butyl-dimethyl-silanyloxy)-11-iodo-2,10-dimethyl-6-trityloxymethyl-undeca-6,10-dien-1-ol

: 226940-68-7
(6E,10E)-(2S,9S)-9-(tert-Butyl-dimethyl-silanyloxy)-11-iodo-2,10-dimethyl-6-trityloxymethyl-undeca-6,10-dienal

Guidance literature:: With pyridine-SO₃ complex; triethylamine; In dichloromethane; dimethyl sulfoxide; at 0 ℃; for 1h;
DOI:10.1002/1521-3765(20000804)6:15<2783::AID-CHEM2783>3.0.CO;2-B

Reference yield: 88.0%

: 240815-95-6
(6E,10E)-(2S,9S)-9-(tert-Butyl-dimethyl-silanyloxy)-11-iodo-2,10-dimethyl-6-trityloxymethyl-undeca-6,10-dienenitrile

: 226940-68-7
(6E,10E)-(2S,9S)-9-(tert-Butyl-dimethyl-silanyloxy)-11-iodo-2,10-dimethyl-6-trityloxymethyl-undeca-6,10-dienal

Guidance literature:: With diisobutylaluminium hydride; In toluene; at -78 ℃;
DOI:10.1016/S0968-0896(98)00153-9

Reference yield:

: 226940-40-5
(S)-7-(tert-butyl-dimethyl-silanyloxy)-6-methyl-2-(triphenylphosphanylidene)-heptanoic acid methyl ester

: 226940-68-7
(6E,10E)-(2S,9S)-9-(tert-Butyl-dimethyl-silanyloxy)-11-iodo-2,10-dimethyl-6-trityloxymethyl-undeca-6,10-dienal

Guidance literature:: Multi-step reaction with 5 steps

1: 92 percent / benzene / 18 h / Heating

2: 71 percent / DIBAL / tetrahydrofuran / 3 h / -78 °C

3: 94 percent / DMAP / dimethylformamide / 24 h / 80 °C

4: 67 percent / HF*py; pyridine / tetrahydrofuran / 4 h / 25 °C

5: 98 percent / SO₃*py; Et₃N / dimethylsulfoxide; CH₂Cl₂ / 1 h / 0 °C

With pyridine; dmap; pyridine-SO₃ complex; diisobutylaluminium hydride; pyridine hydrogenfluoride; triethylamine; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; benzene; 1: Condensation / 2: Reduction / 3: Etherification / 4: Silyl ether cleavage / 5: Oxidation;
DOI:10.1002/1521-3765(20000804)6:15<2783::AID-CHEM2783>3.0.CO;2-B