(-)-2-[(2R,6S)-6-[(1E,4E)-6-{[(1,1-dimethylethyl)diphenylsilyl]oxy}-2-methyl-1,4-hexadienyl]tetrahydro-4-methylene-2H-pyran-2-yl]ethyl 2,2-dimethylpropanoate

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Chemical Name:(-)-2-[(2R,6S)-6-[(1E,4E)-6-{[(1,1-dimethylethyl)diphenylsilyl]oxy}-2-methyl-1,4-hexadienyl]tetrahydro-4-methylene-2H-pyran-2-yl]ethyl 2,2-dimethylpropanoate
CAS No.:596812-44-1
Molecular Formula:C₃₆H₅₀O₄Si
Molecular Weight:574.876
Hs Code.:

(-)-2-[(2R,6S)-6-[(1E,4E)-6-{[(1,1-dimethylethyl)diphenylsilyl]oxy}-2-methyl-1,4-hexadienyl]tetrahydro-4-methylene-2H-pyran-2-yl]ethyl 2,2-dimethylpropanoate

Synonyms:(-)-2-[(2R,6S)-6-[(1E,4E)-6-{[(1,1-dimethylethyl)diphenylsilyl]oxy}-2-methyl-1,4-hexadienyl]tetrahydro-4-methylene-2H-pyran-2-yl]ethyl 2,2-dimethylpropanoate

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Chemical Property of (-)-2-[(2R,6S)-6-[(1E,4E)-6-{[(1,1-dimethylethyl)diphenylsilyl]oxy}-2-methyl-1,4-hexadienyl]tetrahydro-4-methylene-2H-pyran-2-yl]ethyl 2,2-dimethylpropanoate

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Technology Process of (-)-2-[(2R,6S)-6-[(1E,4E)-6-{[(1,1-dimethylethyl)diphenylsilyl]oxy}-2-methyl-1,4-hexadienyl]tetrahydro-4-methylene-2H-pyran-2-yl]ethyl 2,2-dimethylpropanoate

There total 1 articles about (-)-2-[(2R,6S)-6-[(1E,4E)-6-{[(1,1-dimethylethyl)diphenylsilyl]oxy}-2-methyl-1,4-hexadienyl]tetrahydro-4-methylene-2H-pyran-2-yl]ethyl 2,2-dimethylpropanoate 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: 78.0%

: (2E,5E)-7-{[(1,1-dimethylethyl)diphenylsilyl]oxy}-3-methyl-2,5-heptadienal

: (-)-(3S)-5-{[(trimethylsilyl)methyl]-3-[(trimethysilyl)oxy]hex-5-enyl}-2,2-dimethylpropanoate

: 596812-44-1
(-)-2-[(2R,6S)-6-[(1E,4E)-6-{[(1,1-dimethylethyl)diphenylsilyl]oxy}-2-methyl-1,4-hexadienyl]tetrahydro-4-methylene-2H-pyran-2-yl]ethyl 2,2-dimethylpropanoate

Guidance literature:: With camphor-10-sulfonic acid; In diethyl ether;
DOI:10.1021/ja035579q

Reference yield: 80.0%

: 596812-44-1
(-)-2-[(2R,6S)-6-[(1E,4E)-6-{[(1,1-dimethylethyl)diphenylsilyl]oxy}-2-methyl-1,4-hexadienyl]tetrahydro-4-methylene-2H-pyran-2-yl]ethyl 2,2-dimethylpropanoate

: 596812-58-7
2-{(2R,6S)-6-[(1E,4E)-6-(tert-Butyl-diphenyl-silanyloxy)-2-methyl-hexa-1,4-dienyl]-4-methylene-tetrahydro-pyran-2-yl}-ethanol

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane;
DOI:10.1021/ja035579q

Reference yield:

: 596812-44-1
(-)-2-[(2R,6S)-6-[(1E,4E)-6-{[(1,1-dimethylethyl)diphenylsilyl]oxy}-2-methyl-1,4-hexadienyl]tetrahydro-4-methylene-2H-pyran-2-yl]ethyl 2,2-dimethylpropanoate

: 596812-59-8
(-)-(1,1-dimethylethyl)diphenyl[[(2E,5E)-6-[(2S,6S)-6-(2-propenyl)tetrahydro-4-methylene-2H-pyran-2-yl]-5-methyl-2,5-hexadienyl]oxy]silane

Guidance literature:: Multi-step reaction with 3 steps

1: 80 percent / DIBALH / CH₂Cl₂

2: 82 percent / DMP / CH₂Cl₂

3: 90 percent / tetrahydrofuran

With phthalic acid dimethyl ester; diisobutylaluminium hydride; In tetrahydrofuran; dichloromethane; 2: Dess-Martin oxidation;
DOI:10.1021/ja035579q