ethyl (2Z,5Z,9E,11R,13S)-11-methoxy-3,6-dimethyl-13-(triethylsilyloxy)-14-(trityloxy)tetradeca-2,5,9-trienoate

Base Information

Chemical Name:ethyl (2Z,5Z,9E,11R,13S)-11-methoxy-3,6-dimethyl-13-(triethylsilyloxy)-14-(trityloxy)tetradeca-2,5,9-trienoate
CAS No.:1453486-48-0
Molecular Formula:C₄₄H₆₀O₅Si
Molecular Weight:697.043
Hs Code.:

Synonyms:ethyl (2Z,5Z,9E,11R,13S)-11-methoxy-3,6-dimethyl-13-(triethylsilyloxy)-14-(trityloxy)tetradeca-2,5,9-trienoate

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Chemical Property of ethyl (2Z,5Z,9E,11R,13S)-11-methoxy-3,6-dimethyl-13-(triethylsilyloxy)-14-(trityloxy)tetradeca-2,5,9-trienoate

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Technology Process of ethyl (2Z,5Z,9E,11R,13S)-11-methoxy-3,6-dimethyl-13-(triethylsilyloxy)-14-(trityloxy)tetradeca-2,5,9-trienoate

There total 15 articles about ethyl (2Z,5Z,9E,11R,13S)-11-methoxy-3,6-dimethyl-13-(triethylsilyloxy)-14-(trityloxy)tetradeca-2,5,9-trienoate 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: 92.0%

: 994-30-9
triethylsilyl chloride

: 1453486-47-9
ethyl (2Z,5Z,9E,11R,13S)-13-hydroxy-11-methoxy-3,6-dimethyl-14-(trityloxy) tetradeca-2,5,9-trienoate

: 1453486-48-0
ethyl (2Z,5Z,9E,11R,13S)-11-methoxy-3,6-dimethyl-13-(triethylsilyloxy)-14-(trityloxy)tetradeca-2,5,9-trienoate

Guidance literature:: With 1H-imidazole; In dichloromethane; at 20 ℃; for 5h; Inert atmosphere;
DOI:10.1016/j.tetasy.2013.07.002

Reference yield:

: 1453486-44-6
ethyl (R,2Z,5Z,9E)-12-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-11-hydroxy-3,6-dimethyldodeca-2,5,9-trienoate

: 1453486-48-0
ethyl (2Z,5Z,9E,11R,13S)-11-methoxy-3,6-dimethyl-13-(triethylsilyloxy)-14-(trityloxy)tetradeca-2,5,9-trienoate

Guidance literature:: Multi-step reaction with 4 steps

1: N,N,N',N'-tetramethyl-1,8-diaminonaphthalene / dichloromethane / 1 h / 20 °C / Inert atmosphere

2: (R)-10-camphorsulfonic acid / methanol / 4 h / 20 °C / Inert atmosphere

3: pyridine / dichloromethane / 4 h / 0 °C / Inert atmosphere

4: 1H-imidazole / dichloromethane / 5 h / 20 °C / Inert atmosphere

With pyridine; 1H-imidazole; (R)-10-camphorsulfonic acid; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; In methanol; dichloromethane;
DOI:10.1016/j.tetasy.2013.07.002

Reference yield:

: 1453486-45-7
ethyl (R,2Z,5Z,9E)-12-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-11-methoxy-3,6-dimethyldodeca-2,5,9-trienoate

: 1453486-48-0
ethyl (2Z,5Z,9E,11R,13S)-11-methoxy-3,6-dimethyl-13-(triethylsilyloxy)-14-(trityloxy)tetradeca-2,5,9-trienoate

Guidance literature:: Multi-step reaction with 3 steps

1: (R)-10-camphorsulfonic acid / methanol / 4 h / 20 °C / Inert atmosphere

2: pyridine / dichloromethane / 4 h / 0 °C / Inert atmosphere

3: 1H-imidazole / dichloromethane / 5 h / 20 °C / Inert atmosphere

With pyridine; 1H-imidazole; (R)-10-camphorsulfonic acid; In methanol; dichloromethane;
DOI:10.1016/j.tetasy.2013.07.002