4-[(1E,5E)-(3S,10S)-3,11-Bis-(tert-butyl-dimethyl-silanyloxy)-10-methyl-6-trityloxymethyl-undeca-1,5-dienyl]-2-methyl-thiazole

Base Information

Chemical Name:4-[(1E,5E)-(3S,10S)-3,11-Bis-(tert-butyl-dimethyl-silanyloxy)-10-methyl-6-trityloxymethyl-undeca-1,5-dienyl]-2-methyl-thiazole
CAS No.:226940-43-8
Molecular Formula:C₄₈H₆₉NO₃SSi₂
Molecular Weight:796.318
Hs Code.:

Synonyms:4-[(1E,5E)-(3S,10S)-3,11-Bis-(tert-butyl-dimethyl-silanyloxy)-10-methyl-6-trityloxymethyl-undeca-1,5-dienyl]-2-methyl-thiazole

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 4-[(1E,5E)-(3S,10S)-3,11-Bis-(tert-butyl-dimethyl-silanyloxy)-10-methyl-6-trityloxymethyl-undeca-1,5-dienyl]-2-methyl-thiazole

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of 4-[(1E,5E)-(3S,10S)-3,11-Bis-(tert-butyl-dimethyl-silanyloxy)-10-methyl-6-trityloxymethyl-undeca-1,5-dienyl]-2-methyl-thiazole

There total 16 articles about 4-[(1E,5E)-(3S,10S)-3,11-Bis-(tert-butyl-dimethyl-silanyloxy)-10-methyl-6-trityloxymethyl-undeca-1,5-dienyl]-2-methyl-thiazole 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: 82.0%

: 76-83-5
trityl chloride

: 226940-42-7
(2E,6E)-(S)-5-(tert-Butyl-dimethyl-silanyloxy)-2-[(S)-5-(tert-butyl-dimethyl-silanyloxy)-4-methyl-pentyl]-7-(2-methyl-thiazol-4-yl)-hepta-2,6-dien-1-ol

: 226940-43-8
4-[(1E,5E)-(3S,10S)-3,11-Bis-(tert-butyl-dimethyl-silanyloxy)-10-methyl-6-trityloxymethyl-undeca-1,5-dienyl]-2-methyl-thiazole

Guidance literature:: With dmap; In N,N-dimethyl-formamide; at 80 ℃; for 24h;
DOI:10.1002/1521-3765(20000804)6:15<2783::AID-CHEM2783>3.0.CO;2-B

Reference yield:

: 226940-34-7
(2E)-3-(2-Methylthiazol-4-yl)-2-propenal

: 226940-43-8
4-[(1E,5E)-(3S,10S)-3,11-Bis-(tert-butyl-dimethyl-silanyloxy)-10-methyl-6-trityloxymethyl-undeca-1,5-dienyl]-2-methyl-thiazole

Guidance literature:: Multi-step reaction with 7 steps

1: 17.7 g / diethyl ether; CH₂Cl₂; pentane / 2 h / -100 °C

2: 99 percent / imidazole / dimethylformamide / 2 h / 0 - 25 °C

3: 6.64 g / H₂O; NMO; OsO₄ / tetrahydrofuran; 2-methyl-propan-2-ol / 12 h / 0 - 25 °C

4: 5.4 g / aq. NaIO₄ / methanol / 1 h / 0 - 25 °C

5: 84 percent / benzene / 18 h / Heating

6: 93 percent / DIBAL / tetrahydrofuran / 3 h / -78 °C

7: 82 percent / DMAP / dimethylformamide / 24 h / 80 °C

With 1H-imidazole; dmap; sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; water; diisobutylaluminium hydride; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol; pentane; benzene; 1: Addition / 2: Etherification / 3: Addition / 4: Oxidation / 5: Condensation / 6: Reduction / 7: Etherification;
DOI:10.1002/1521-3765(20000804)6:15<2783::AID-CHEM2783>3.0.CO;2-B

Reference yield:

: 20949-84-2
2-methylthiazole-4-carbaldehyde

: 226940-43-8
4-[(1E,5E)-(3S,10S)-3,11-Bis-(tert-butyl-dimethyl-silanyloxy)-10-methyl-6-trityloxymethyl-undeca-1,5-dienyl]-2-methyl-thiazole

Guidance literature:: Multi-step reaction with 8 steps

1: 82 percent / CH₂Cl₂ / 12 h / Heating

2: 17.7 g / diethyl ether; CH₂Cl₂; pentane / 2 h / -100 °C

3: 99 percent / imidazole / dimethylformamide / 2 h / 0 - 25 °C

4: 6.64 g / H₂O; NMO; OsO₄ / tetrahydrofuran; 2-methyl-propan-2-ol / 12 h / 0 - 25 °C

5: 5.4 g / aq. NaIO₄ / methanol / 1 h / 0 - 25 °C

6: 84 percent / benzene / 18 h / Heating

7: 93 percent / DIBAL / tetrahydrofuran / 3 h / -78 °C

8: 82 percent / DMAP / dimethylformamide / 24 h / 80 °C

With 1H-imidazole; dmap; sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; water; diisobutylaluminium hydride; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol; pentane; benzene; 1: Condensation / 2: Addition / 3: Etherification / 4: Addition / 5: Oxidation / 6: Condensation / 7: Reduction / 8: Etherification;
DOI:10.1002/1521-3765(20000804)6:15<2783::AID-CHEM2783>3.0.CO;2-B