(Z)-4-{(2R,6S)-6-[(2E,7E)-(R)-6-(tert-Butyl-dimethyl-silanyloxy)-11-(tert-butyl-diphenyl-silanyloxy)-10-hydroxy-4-oxo-undeca-2,7-dienyl]-5,6-dihydro-2H-pyran-2-yl}-but-2-enoic acid

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Chemical Name:(Z)-4-{(2R,6S)-6-[(2E,7E)-(R)-6-(tert-Butyl-dimethyl-silanyloxy)-11-(tert-butyl-diphenyl-silanyloxy)-10-hydroxy-4-oxo-undeca-2,7-dienyl]-5,6-dihydro-2H-pyran-2-yl}-but-2-enoic acid
CAS No.:327027-79-2
Molecular Formula:C₄₂H₆₀O₇Si₂
Molecular Weight:733.105
Hs Code.:

(Z)-4-{(2R,6S)-6-[(2E,7E)-(R)-6-(tert-Butyl-dimethyl-silanyloxy)-11-(tert-butyl-diphenyl-silanyloxy)-10-hydroxy-4-oxo-undeca-2,7-dienyl]-5,6-dihydro-2H-pyran-2-yl}-but-2-enoic acid

Synonyms:(Z)-4-{(2R,6S)-6-[(2E,7E)-(R)-6-(tert-Butyl-dimethyl-silanyloxy)-11-(tert-butyl-diphenyl-silanyloxy)-10-hydroxy-4-oxo-undeca-2,7-dienyl]-5,6-dihydro-2H-pyran-2-yl}-but-2-enoic acid

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Chemical Property of (Z)-4-{(2R,6S)-6-[(2E,7E)-(R)-6-(tert-Butyl-dimethyl-silanyloxy)-11-(tert-butyl-diphenyl-silanyloxy)-10-hydroxy-4-oxo-undeca-2,7-dienyl]-5,6-dihydro-2H-pyran-2-yl}-but-2-enoic acid

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Technology Process of (Z)-4-{(2R,6S)-6-[(2E,7E)-(R)-6-(tert-Butyl-dimethyl-silanyloxy)-11-(tert-butyl-diphenyl-silanyloxy)-10-hydroxy-4-oxo-undeca-2,7-dienyl]-5,6-dihydro-2H-pyran-2-yl}-but-2-enoic acid

There total 6 articles about (Z)-4-{(2R,6S)-6-[(2E,7E)-(R)-6-(tert-Butyl-dimethyl-silanyloxy)-11-(tert-butyl-diphenyl-silanyloxy)-10-hydroxy-4-oxo-undeca-2,7-dienyl]-5,6-dihydro-2H-pyran-2-yl}-but-2-enoic acid 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: 77.0%

: 327027-78-1
(Z)-4-{(2R,6S)-6-[(2E,7E)-(R)-6-(tert-Butyl-dimethyl-silanyloxy)-11-(tert-butyl-diphenyl-silanyloxy)-10-(4-methoxy-benzyloxy)-4-oxo-undeca-2,7-dienyl]-5,6-dihydro-2H-pyran-2-yl}-but-2-enoic acid

: 327027-79-2
(Z)-4-{(2R,6S)-6-[(2E,7E)-(R)-6-(tert-Butyl-dimethyl-silanyloxy)-11-(tert-butyl-diphenyl-silanyloxy)-10-hydroxy-4-oxo-undeca-2,7-dienyl]-5,6-dihydro-2H-pyran-2-yl}-but-2-enoic acid

Guidance literature:: With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; pH=7;
DOI:10.1021/ol000342+

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 327027-79-2
(Z)-4-{(2R,6S)-6-[(2E,7E)-(R)-6-(tert-Butyl-dimethyl-silanyloxy)-11-(tert-butyl-diphenyl-silanyloxy)-10-hydroxy-4-oxo-undeca-2,7-dienyl]-5,6-dihydro-2H-pyran-2-yl}-but-2-enoic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 86 percent / 2,6-lutidine / CH₂Cl₂ / -78 °C

2: DIBAL / CH₂Cl₂ / -78 °C

3: Dess-Martin periodinane

4: NaClO₂; NaH₂PO₄; Me₂C=CHMe / 2-methyl-propan-2-ol

5: 77 percent / DDQ / CH₂Cl₂ / pH 7

With 2,6-dimethylpyridine; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; diisobutylaluminium hydride; Dess-Martin periodane; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; tert-butyl alcohol;
DOI:10.1021/ol000342+

Reference yield:

: (Z)-4-{(2R,6S)-6-[(2E,7E)-(R)-11-(tert-Butyl-diphenyl-silanyloxy)-6-hydroxy-10-(4-methoxy-benzyloxy)-4-oxo-undeca-2,7-dienyl]-5,6-dihydro-2H-pyran-2-yl}-but-2-enoic acid methyl ester

: 327027-79-2
(Z)-4-{(2R,6S)-6-[(2E,7E)-(R)-6-(tert-Butyl-dimethyl-silanyloxy)-11-(tert-butyl-diphenyl-silanyloxy)-10-hydroxy-4-oxo-undeca-2,7-dienyl]-5,6-dihydro-2H-pyran-2-yl}-but-2-enoic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 86 percent / 2,6-lutidine / CH₂Cl₂ / -78 °C

2: DIBAL / CH₂Cl₂ / -78 °C

3: Dess-Martin periodinane

4: NaClO₂; NaH₂PO₄; Me₂C=CHMe / 2-methyl-propan-2-ol

5: 77 percent / DDQ / CH₂Cl₂ / pH 7

With 2,6-dimethylpyridine; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; diisobutylaluminium hydride; Dess-Martin periodane; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; tert-butyl alcohol;
DOI:10.1021/ol000342+