(4E,8E)-(S)-7-(tert-Butyl-dimethyl-silanyloxy)-9-iodo-8-methyl-4-trityloxymethyl-nona-4,8-dien-1-ol

Base Information

Chemical Name:(4E,8E)-(S)-7-(tert-Butyl-dimethyl-silanyloxy)-9-iodo-8-methyl-4-trityloxymethyl-nona-4,8-dien-1-ol
CAS No.:240815-92-3
Molecular Formula:C₃₆H₄₇IO₃Si
Molecular Weight:682.757
Hs Code.:

Synonyms:(4E,8E)-(S)-7-(tert-Butyl-dimethyl-silanyloxy)-9-iodo-8-methyl-4-trityloxymethyl-nona-4,8-dien-1-ol

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Chemical Property of (4E,8E)-(S)-7-(tert-Butyl-dimethyl-silanyloxy)-9-iodo-8-methyl-4-trityloxymethyl-nona-4,8-dien-1-ol

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Technology Process of (4E,8E)-(S)-7-(tert-Butyl-dimethyl-silanyloxy)-9-iodo-8-methyl-4-trityloxymethyl-nona-4,8-dien-1-ol

There total 9 articles about (4E,8E)-(S)-7-(tert-Butyl-dimethyl-silanyloxy)-9-iodo-8-methyl-4-trityloxymethyl-nona-4,8-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: 95.0%

: 240815-91-2
tert-Butyl-[(E)-(S)-1-((E)-2-iodo-1-methyl-vinyl)-4-trityloxymethyl-hepta-3,6-dienyloxy]-dimethyl-silane

: 240815-92-3
(4E,8E)-(S)-7-(tert-Butyl-dimethyl-silanyloxy)-9-iodo-8-methyl-4-trityloxymethyl-nona-4,8-dien-1-ol

Guidance literature:: With 9-borabicyclo[3.3.1]nonane dimer; In tetrahydrofuran; at 0 ℃; for 9h;
DOI:10.1016/S0968-0896(98)00153-9

Reference yield:

: 76-83-5
trityl chloride

: 240815-92-3
(4E,8E)-(S)-7-(tert-Butyl-dimethyl-silanyloxy)-9-iodo-8-methyl-4-trityloxymethyl-nona-4,8-dien-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / 4-DMAP / dimethylformamide / 21 h / 80 °C

2: 95 percent / 9-BBN / tetrahydrofuran / 9 h / 0 °C

With dmap; 9-borabicyclo[3.3.1]nonane dimer; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/S0968-0896(98)00153-9

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 240815-92-3
(4E,8E)-(S)-7-(tert-Butyl-dimethyl-silanyloxy)-9-iodo-8-methyl-4-trityloxymethyl-nona-4,8-dien-1-ol

Guidance literature:: Multi-step reaction with 7 steps

1: 84 percent / imidazole / dimethylformamide / 7 h / 0 - 25 °C

2: 89 percent / OsO₄, NMO / tetrahydrofuran; 2-methyl-propan-2-ol; H₂O / 13 h / 25 °C

3: 92 percent / NaIO₄ / methanol; H₂O / 0.5 h / 25 °C

4: 98 percent / benzene / 1.5 h / Heating

5: 100 percent / DIBAL / tetrahydrofuran; CH₂Cl₂ / 1.33 h / -78 °C

6: 95 percent / 4-DMAP / dimethylformamide / 21 h / 80 °C

7: 95 percent / 9-BBN / tetrahydrofuran / 9 h / 0 °C

With 1H-imidazole; dmap; sodium periodate; osmium(VIII) oxide; 9-borabicyclo[3.3.1]nonane dimer; N-methyl-2-indolinone; diisobutylaluminium hydride; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol; benzene;
DOI:10.1016/S0968-0896(98)00153-9