(2E,4E,6E,8E)-(11S,12S)-11-(tert-butyl-dimethyl-silanyloxy)-12-{(4R,6S)-6-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-butyl]-2-oxo-[1,3]dioxan-4-yl}-trideca-2,4,6,8-tetraenoic acid ethyl ester

Base Information

Chemical Name:(2E,4E,6E,8E)-(11S,12S)-11-(tert-butyl-dimethyl-silanyloxy)-12-{(4R,6S)-6-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-butyl]-2-oxo-[1,3]dioxan-4-yl}-trideca-2,4,6,8-tetraenoic acid ethyl ester
CAS No.:928621-27-6
Molecular Formula:C₅₁H₈₀O₈Si₃
Molecular Weight:905.448
Hs Code.:

(2E,4E,6E,8E)-(11S,12S)-11-(tert-butyl-dimethyl-silanyloxy)-12-{(4R,6S)-6-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-butyl]-2-oxo-[1,3]dioxan-4-yl}-trideca-2,4,6,8-tetraenoic acid ethyl ester

Synonyms:(2E,4E,6E,8E)-(11S,12S)-11-(tert-butyl-dimethyl-silanyloxy)-12-{(4R,6S)-6-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-butyl]-2-oxo-[1,3]dioxan-4-yl}-trideca-2,4,6,8-tetraenoic acid ethyl ester

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Chemical Property of (2E,4E,6E,8E)-(11S,12S)-11-(tert-butyl-dimethyl-silanyloxy)-12-{(4R,6S)-6-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-butyl]-2-oxo-[1,3]dioxan-4-yl}-trideca-2,4,6,8-tetraenoic acid ethyl ester

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Technology Process of (2E,4E,6E,8E)-(11S,12S)-11-(tert-butyl-dimethyl-silanyloxy)-12-{(4R,6S)-6-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-butyl]-2-oxo-[1,3]dioxan-4-yl}-trideca-2,4,6,8-tetraenoic acid ethyl ester

There total 9 articles about (2E,4E,6E,8E)-(11S,12S)-11-(tert-butyl-dimethyl-silanyloxy)-12-{(4R,6S)-6-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-butyl]-2-oxo-[1,3]dioxan-4-yl}-trideca-2,4,6,8-tetraenoic acid ethyl ester 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%

: 65641-22-7
(2E,4E,6E)-8-(diethoxy-phosphoryl)-octa-2,4,6-trienoic acid ethyl ester

: 928621-25-4
(3S,4S)-3-(tert-butyl-dimethyl-silanyloxy)-4-{(4R,6S)-6-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-butyl]-2-oxo-[1,3]dioxan-4-yl}-pentanal

: 928621-27-6
(2E,4E,6E,8E)-(11S,12S)-11-(tert-butyl-dimethyl-silanyloxy)-12-{(4R,6S)-6-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-butyl]-2-oxo-[1,3]dioxan-4-yl}-trideca-2,4,6,8-tetraenoic acid ethyl ester

Guidance literature:: (2E,4E,6E)-8-(diethoxy-phosphoryl)-octa-2,4,6-trienoic acid ethyl ester; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.25h;

(3S,4S)-3-(tert-butyl-dimethyl-silanyloxy)-4-{(4R,6S)-6-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-butyl]-2-oxo-[1,3]dioxan-4-yl}-pentanal; In tetrahydrofuran; cooling;
DOI:10.1021/ol0629869

Reference yield:

: 928621-18-5
(3R,4S)-1-(tert-butyl-diphenyl-silanyloxy)-4-(4,4,5,5-tetraphenyl-[1,3,2]dioxaborolan-2-yl)hex-5-en-3-ol

: 928621-27-6
(2E,4E,6E,8E)-(11S,12S)-11-(tert-butyl-dimethyl-silanyloxy)-12-{(4R,6S)-6-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-butyl]-2-oxo-[1,3]dioxan-4-yl}-trideca-2,4,6,8-tetraenoic acid ethyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: 89 percent / 2,6-lutidine / CH₂Cl₂ / -78 - 0 °C

2.1: 77 percent / CH₂Cl₂ / 72 h / -78 - 23 °C

3.1: 85 percent / toluene / 24 h / 115 °C

4.1: 70 percent / NIS / CHCl₃ / 23 °C

5.1: 88 percent / n-Bu₃SnH; Et₃B / tetrahydrofuran; hexane / 4 h / -78 °C

6.1: 70 percent / DDQ; aq. buffer / CH₂Cl₂ / 0 - 23 °C / pH 7

7.1: 70 percent / Dess-Martin periodinane / CH₂Cl₂ / 0 - 23 °C

8.1: LHMDS / tetrahydrofuran / 0.25 h / -78 °C

8.2: 77 percent / tetrahydrofuran / cooling

With 2,6-dimethylpyridine; N-iodo-succinimide; triethyl borane; tri-n-butyl-tin hydride; Dess-Martin periodane; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium hexamethyldisilazane; In tetrahydrofuran; hexane; dichloromethane; chloroform; toluene; 8.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1021/ol0629869

Reference yield:

: 928621-19-6
2-[(1S,2R)-2-(tert-butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-1-vinyl-butyl]-4,4,5,5-tetraphenyl-[1,3,2]dioxaborolane

: 928621-27-6
(2E,4E,6E,8E)-(11S,12S)-11-(tert-butyl-dimethyl-silanyloxy)-12-{(4R,6S)-6-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-butyl]-2-oxo-[1,3]dioxan-4-yl}-trideca-2,4,6,8-tetraenoic acid ethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 77 percent / CH₂Cl₂ / 72 h / -78 - 23 °C

2.1: 85 percent / toluene / 24 h / 115 °C

3.1: 70 percent / NIS / CHCl₃ / 23 °C

4.1: 88 percent / n-Bu₃SnH; Et₃B / tetrahydrofuran; hexane / 4 h / -78 °C

5.1: 70 percent / DDQ; aq. buffer / CH₂Cl₂ / 0 - 23 °C / pH 7

6.1: 70 percent / Dess-Martin periodinane / CH₂Cl₂ / 0 - 23 °C

7.1: LHMDS / tetrahydrofuran / 0.25 h / -78 °C

7.2: 77 percent / tetrahydrofuran / cooling

With N-iodo-succinimide; triethyl borane; tri-n-butyl-tin hydride; Dess-Martin periodane; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium hexamethyldisilazane; In tetrahydrofuran; hexane; dichloromethane; chloroform; toluene; 7.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1021/ol0629869