(2E)-(4R,8S,10R,12S)-4-p-methoxybenzyloxy-8-hydroxy-10-methoxy-12-(triisopropylsilyloxy)-14-ethyl-pentadeca-2,14-dien-6-one

Base Information

Chemical Name:(2E)-(4R,8S,10R,12S)-4-p-methoxybenzyloxy-8-hydroxy-10-methoxy-12-(triisopropylsilyloxy)-14-ethyl-pentadeca-2,14-dien-6-one
CAS No.:201355-15-9
Molecular Formula:C₃₅H₆₀O₆Si
Molecular Weight:604.943
Hs Code.:

Synonyms:(2E)-(4R,8S,10R,12S)-4-p-methoxybenzyloxy-8-hydroxy-10-methoxy-12-(triisopropylsilyloxy)-14-ethyl-pentadeca-2,14-dien-6-one

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Chemical Property of (2E)-(4R,8S,10R,12S)-4-p-methoxybenzyloxy-8-hydroxy-10-methoxy-12-(triisopropylsilyloxy)-14-ethyl-pentadeca-2,14-dien-6-one

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Technology Process of (2E)-(4R,8S,10R,12S)-4-p-methoxybenzyloxy-8-hydroxy-10-methoxy-12-(triisopropylsilyloxy)-14-ethyl-pentadeca-2,14-dien-6-one

There total 10 articles about (2E)-(4R,8S,10R,12S)-4-p-methoxybenzyloxy-8-hydroxy-10-methoxy-12-(triisopropylsilyloxy)-14-ethyl-pentadeca-2,14-dien-6-one 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:

: 80522-42-5
triisopropylsilyl trifluoromethanesulfonate

: 201355-15-9
(2E)-(4R,8S,10R,12S)-4-p-methoxybenzyloxy-8-hydroxy-10-methoxy-12-(triisopropylsilyloxy)-14-ethyl-pentadeca-2,14-dien-6-one

Guidance literature:: Multi-step reaction with 4 steps

1: 99 percent / 2,6-lutidine / CH₂Cl₂ / 2 h / -78 °C

2: CSA / methanol; CH₂Cl₂ / 3.5 h / 20 °C

3: Dess-Martin periodinane / CH₂Cl₂ / 0.5 h / 20 °C

4: diethyl ether / 21 h / -78 - -20 °C

With 2,6-dimethylpyridine; camphor-10-sulfonic acid; Dess-Martin periodane; In methanol; diethyl ether; dichloromethane;
DOI:10.1016/S0040-4039(97)10483-X

Reference yield:

: 201355-10-4
(2E)-(4R,10S,12S)-4-p-methoxybenzyloxy-10-methoxy-12-(triisopropylsilyloxy)-14-ethyl-pentadeca-2,14-dien-6,8-dione

: (2E)-(4R,8R,10R,12S)-4-p-methoxybenzyloxy-8-hydroxy-10-methoxy-12-(triisopropylsilyloxy)-14-ethyl-pentadeca-2,14-dien-6-one

: 201355-15-9
(2E)-(4R,8S,10R,12S)-4-p-methoxybenzyloxy-8-hydroxy-10-methoxy-12-(triisopropylsilyloxy)-14-ethyl-pentadeca-2,14-dien-6-one

Guidance literature:: With dihydrogen peroxide; In methanol; at 0 - 20 ℃; for 2h;
DOI:10.1039/b504148a

Reference yield:

: 127793-65-1
(3S)-1-[(tert-butyldimethylsilyl)oxy]hex-5-en-3-ol

: 201355-15-9
(2E)-(4R,8S,10R,12S)-4-p-methoxybenzyloxy-8-hydroxy-10-methoxy-12-(triisopropylsilyloxy)-14-ethyl-pentadeca-2,14-dien-6-one

Guidance literature:: Multi-step reaction with 7 steps

1: tetrahydrofuran / 16 h / 20 °C

2: 1.) O₃, NaHCO₃; 2.) PPh₃ / CH₂Cl₂ / 1.) -78 deg C, 10 min; 2.) 0 deg C, 3 h

3: TiCl₄ / CH₂Cl₂ / 0.33 h / -100 °C

4: 99 percent / 2,6-lutidine / CH₂Cl₂ / 2 h / -78 °C

5: CSA / methanol; CH₂Cl₂ / 3.5 h / 20 °C

6: Dess-Martin periodinane / CH₂Cl₂ / 0.5 h / 20 °C

7: diethyl ether / 21 h / -78 - -20 °C

With 2,6-dimethylpyridine; camphor-10-sulfonic acid; titanium tetrachloride; sodium hydrogencarbonate; Dess-Martin periodane; ozone; triphenylphosphine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;
DOI:10.1016/S0040-4039(97)10483-X