(1E,6E)-(R)-8-(tert-Butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxy)-1-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-octa-1,6-dien-3-one

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Chemical Name:(1E,6E)-(R)-8-(tert-Butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxy)-1-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-octa-1,6-dien-3-one
CAS No.:439867-72-8
Molecular Formula:C₂₈H₄₂O₅Si
Molecular Weight:486.724
Hs Code.:

Synonyms:(1E,6E)-(R)-8-(tert-Butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxy)-1-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-octa-1,6-dien-3-one

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Chemical Property of (1E,6E)-(R)-8-(tert-Butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxy)-1-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-octa-1,6-dien-3-one

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Technology Process of (1E,6E)-(R)-8-(tert-Butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxy)-1-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-octa-1,6-dien-3-one

There total 9 articles about (1E,6E)-(R)-8-(tert-Butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxy)-1-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-octa-1,6-dien-3-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: 93.0%

: 218898-32-9
(2S)-4-methyl-3,6-dihydro-2H-pyran-2-carbaldehyde

: 439867-60-4
[(E)-(R)-7-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2-oxo-hept-5-enyl]-phosphonic acid dimethyl ester

: 439867-72-8
(1E,6E)-(R)-8-(tert-Butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxy)-1-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-octa-1,6-dien-3-one

Guidance literature:: With sodium hydride;
DOI:10.1021/ja026269v

Reference yield:

: 200628-56-4
(E)-tert-butyl((4-iodobut-2-en-1-yl)oxy)dimethylsilane

: 439867-72-8
(1E,6E)-(R)-8-(tert-Butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxy)-1-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-octa-1,6-dien-3-one

Guidance literature:: Multi-step reaction with 5 steps

1: 70 percent / NaN(SiMe₃)2 / tetrahydrofuran / -40 °C

2: 96 percent / LiOH; H₂O₂ / tetrahydrofuran

3: 85 percent / DCC

4: 93 percent / NaH

With lithium hydroxide; dihydrogen peroxide; sodium hexamethyldisilazane; sodium hydride; dicyclohexyl-carbodiimide; In tetrahydrofuran;
DOI:10.1021/ja026269v

Reference yield:

: 289472-96-4
(2S)-(4-methyl-3,6-dihydro-2H-pyran-2-yl)-methanol

: 439867-72-8
(1E,6E)-(R)-8-(tert-Butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxy)-1-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-octa-1,6-dien-3-one

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂

2: 93 percent / NaH

With oxalyl dichloride; sodium hydride; dimethyl sulfoxide; triethylamine; In dichloromethane; 1: Swern oxidation;
DOI:10.1021/ja026269v