(6E,10E)-(2S,9S)-9-(tert-Butyl-dimethyl-silanyloxy)-2,10-dimethyl-11-(2-methyl-thiazol-4-yl)-6-trityloxymethyl-undeca-6,10-dien-1-ol

Base Information

Chemical Name:(6E,10E)-(2S,9S)-9-(tert-Butyl-dimethyl-silanyloxy)-2,10-dimethyl-11-(2-methyl-thiazol-4-yl)-6-trityloxymethyl-undeca-6,10-dien-1-ol
CAS No.:226940-59-6
Molecular Formula:C₄₃H₅₇NO₃SSi
Molecular Weight:696.082
Hs Code.:

Synonyms:(6E,10E)-(2S,9S)-9-(tert-Butyl-dimethyl-silanyloxy)-2,10-dimethyl-11-(2-methyl-thiazol-4-yl)-6-trityloxymethyl-undeca-6,10-dien-1-ol

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Chemical Property of (6E,10E)-(2S,9S)-9-(tert-Butyl-dimethyl-silanyloxy)-2,10-dimethyl-11-(2-methyl-thiazol-4-yl)-6-trityloxymethyl-undeca-6,10-dien-1-ol

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Technology Process of (6E,10E)-(2S,9S)-9-(tert-Butyl-dimethyl-silanyloxy)-2,10-dimethyl-11-(2-methyl-thiazol-4-yl)-6-trityloxymethyl-undeca-6,10-dien-1-ol

There total 9 articles about (6E,10E)-(2S,9S)-9-(tert-Butyl-dimethyl-silanyloxy)-2,10-dimethyl-11-(2-methyl-thiazol-4-yl)-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:

: 226940-56-3
4-[(1E,5E)-(3S,10S)-3,11-Bis-(tert-butyl-dimethyl-silanyloxy)-2,10-dimethyl-6-trityloxymethyl-undeca-1,5-dienyl]-2-methyl-thiazole

: 226940-59-6
(6E,10E)-(2S,9S)-9-(tert-Butyl-dimethyl-silanyloxy)-2,10-dimethyl-11-(2-methyl-thiazol-4-yl)-6-trityloxymethyl-undeca-6,10-dien-1-ol

Guidance literature:: With pyridine; pyridine hydrogenfluoride; In tetrahydrofuran; at 25 ℃; for 4h; Yield given;
DOI:10.1039/a809954e

Reference yield:

: 188730-03-2
6-tert-butyldimethylsilyloxy-1-iodo-5-methylhexane

: 226940-59-6
(6E,10E)-(2S,9S)-9-(tert-Butyl-dimethyl-silanyloxy)-2,10-dimethyl-11-(2-methyl-thiazol-4-yl)-6-trityloxymethyl-undeca-6,10-dien-1-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 2 h / 100 °C

2: KHMDS / tetrahydrofuran / 1.) 0 deg C, 30 min, 2.) -78 deg C, 3 h

3: benzene / 18 h / Heating

4: DIBAL-H / tetrahydrofuran / 3 h / -78 °C

5: DMAP / dimethylformamide / 18 h / 70 °C

6: HF*Py, pyridine / tetrahydrofuran / 4 h / 25 °C

With pyridine; dmap; potassium hexamethylsilazane; diisobutylaluminium hydride; pyridine hydrogenfluoride; In tetrahydrofuran; N,N-dimethyl-formamide; benzene;
DOI:10.1039/a809954e

Reference yield:

: 188730-01-0
6-tert-butyldimethylsilyloxy-5-methylhexan-1-ol

: 226940-59-6
(6E,10E)-(2S,9S)-9-(tert-Butyl-dimethyl-silanyloxy)-2,10-dimethyl-11-(2-methyl-thiazol-4-yl)-6-trityloxymethyl-undeca-6,10-dien-1-ol

Guidance literature:: Multi-step reaction with 7 steps

1: 100 percent / I₂, PPh₃ / acetonitrile; diethyl ether / 1 h / 0 - 25 °C

2: 2 h / 100 °C

3: KHMDS / tetrahydrofuran / 1.) 0 deg C, 30 min, 2.) -78 deg C, 3 h

4: benzene / 18 h / Heating

5: DIBAL-H / tetrahydrofuran / 3 h / -78 °C

6: DMAP / dimethylformamide / 18 h / 70 °C

7: HF*Py, pyridine / tetrahydrofuran / 4 h / 25 °C

With pyridine; dmap; iodine; potassium hexamethylsilazane; diisobutylaluminium hydride; pyridine hydrogenfluoride; triphenylphosphine; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.1039/a809954e