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

Base Information

Chemical Name:(6E,10E)-(2S,9S)-9-(tert-Butyl-dimethyl-silanyloxy)-11-iodo-2,10-dimethyl-6-trityloxymethyl-undeca-6,10-dien-1-ol
CAS No.:226940-67-6
Molecular Formula:C₃₉H₅₃IO₃Si
Molecular Weight:724.838
Hs Code.:

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

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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-dien-1-ol

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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-dien-1-ol

There total 9 articles about (6E,10E)-(2S,9S)-9-(tert-Butyl-dimethyl-silanyloxy)-11-iodo-2,10-dimethyl-6-trityloxymethyl-undeca-6,10-dien-1-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: 67.0%

: 226940-66-5
C₄₅H₆₇IO₃Si₂

: 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

Guidance literature:: With pyridine; pyridine hydrogenfluoride; In tetrahydrofuran; at 25 ℃; for 4h;
DOI:10.1002/1521-3765(20000804)6:15<2783::AID-CHEM2783>3.0.CO;2-B

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 4 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

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

Reference yield:

: 226940-65-4
(2E,6E)-(S)-5-(tert-Butyl-dimethyl-silanyloxy)-2-[(S)-5-(tert-butyl-dimethyl-silanyloxy)-4-methyl-pentyl]-7-iodo-6-methyl-hepta-2,6-dien-1-ol

: 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

Guidance literature:: Multi-step reaction with 2 steps

1: 94 percent / DMAP / dimethylformamide / 24 h / 80 °C

2: 67 percent / HF*py; pyridine / tetrahydrofuran / 4 h / 25 °C

With pyridine; dmap; pyridine hydrogenfluoride; In tetrahydrofuran; N,N-dimethyl-formamide; 1: Etherification / 2: Silyl ether cleavage;
DOI:10.1002/1521-3765(20000804)6:15<2783::AID-CHEM2783>3.0.CO;2-B