7,13-Pentadecadienoic acid, 9,11-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-5-[(4-methoxyphenyl)meth oxy]-4,6,12-trimethyl-15-(triphenylmethoxy)-, (4S,5R,6S,7Z,9S,11S,12S,13E)-

Base Information

Chemical Name:7,13-Pentadecadienoic acid, 9,11-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-5-[(4-methoxyphenyl)meth oxy]-4,6,12-trimethyl-15-(triphenylmethoxy)-, (4S,5R,6S,7Z,9S,11S,12S,13E)-
CAS No.:672296-41-2
Molecular Formula:C57H82O7Si2
Molecular Weight:935.445
Hs Code.:

7,13-Pentadecadienoic acid,
9,11-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-5-[(4-methoxyphenyl)meth
oxy]-4,6,12-trimethyl-15-(triphenylmethoxy)-,
(4S,5R,6S,7Z,9S,11S,12S,13E)-

Synonyms:

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Chemical Property of 7,13-Pentadecadienoic acid, 9,11-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-5-[(4-methoxyphenyl)meth oxy]-4,6,12-trimethyl-15-(triphenylmethoxy)-, (4S,5R,6S,7Z,9S,11S,12S,13E)-

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Technology Process of 7,13-Pentadecadienoic acid, 9,11-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-5-[(4-methoxyphenyl)meth oxy]-4,6,12-trimethyl-15-(triphenylmethoxy)-, (4S,5R,6S,7Z,9S,11S,12S,13E)-

There total 14 articles about 7,13-Pentadecadienoic acid, 9,11-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-5-[(4-methoxyphenyl)meth oxy]-4,6,12-trimethyl-15-(triphenylmethoxy)-, (4S,5R,6S,7Z,9S,11S,12S,13E)- 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: 100.0%

: 672296-40-1
(4S,5R,6S,9S,11S,12S)-9,11-bis(tert-butyldimethylsilanyloxy)-5-(4-methoxybenzyloxy)-4,6,12-trimethyl-15-trityloxypentadeca-7,13-dienoic acid ethyl ester

: 672296-41-2
C₅₇H₈₂O₇Si₂

Guidance literature:: With potassium hydroxide; water; In tetrahydrofuran; ethanol; for 6h; Heating / reflux;

Reference yield:

: 672296-32-1
(4R,5S,7S)-5,7,8-tris(tert-butyldimethylsilanyloxy)-4-methyloct-2-enoic acid ethyl ester

: 672296-41-2
C₅₇H₈₂O₇Si₂

Guidance literature:: Multi-step reaction with 11 steps

1.1: 65 percent / HF*pyridine complex; pyridine / tetrahydrofuran / 20 °C

2.1: 93 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h

3.1: NaHMDS / tetrahydrofuran / -78 - 20 °C

3.2: 75 percent / tetrahydrofuran / -78 - 20 °C

4.1: aq. KOH / ethanol; tetrahydrofuran / 6 h / Heating

5.1: Et₃N / tetrahydrofuran / 0.25 h / -10 °C

5.2: 1.79 g / NaBH₄ / tetrahydrofuran; H₂O / 0 °C

6.1: 99 percent / 4-(dimethylamino)pyridine; pyridine / 18 h / Heating

7.1: 74 percent / diisobutylaluminum hydride / hexane; CH₂Cl₂ / -78 - 0 °C

8.1: Dess-Martin periodinane / CH₂Cl₂ / 1 h

9.1: potassium tert-butoxide / tetrahydrofuran / 0.5 h / -78 °C

9.2: 2.01 g / tetrahydrofuran / 3 h / -78 - 0 °C

10.1: 97 percent / NiCl₂*6H₂O; NaBH₄ / methanol; tetrahydrofuran / 0 °C

11.1: aq. KOH / ethanol; tetrahydrofuran / 6 h / Heating

With pyridine; dmap; potassium hydroxide; sodium tetrahydroborate; potassium tert-butylate; sodium hexamethyldisilazane; diisobutylaluminium hydride; Dess-Martin periodane; pyridine hydrogenfluoride; triethylamine; nickel dichloride; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; 2.1: Dess-Martin oxidation / 3.2: Wittig coupling / 8.1: Dess-Martin oxidation / 9.2: Horner-Wadsworth-Emmons reaction;
DOI:10.1016/j.tet.2007.05.033

Reference yield:

: 672296-33-2
(4R,5S,7S)-5,7-bis(tert-butyldimethylsilanyloxy)-8-hydroxy-4-methyloct-2-enoic acid ethyl ester

: 672296-41-2
C₅₇H₈₂O₇Si₂

Guidance literature:: Multi-step reaction with 10 steps

1.1: 93 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h

2.1: NaHMDS / tetrahydrofuran / -78 - 20 °C

2.2: 75 percent / tetrahydrofuran / -78 - 20 °C

3.1: aq. KOH / ethanol; tetrahydrofuran / 6 h / Heating

4.1: Et₃N / tetrahydrofuran / 0.25 h / -10 °C

4.2: 1.79 g / NaBH₄ / tetrahydrofuran; H₂O / 0 °C

5.1: 99 percent / 4-(dimethylamino)pyridine; pyridine / 18 h / Heating

6.1: 74 percent / diisobutylaluminum hydride / hexane; CH₂Cl₂ / -78 - 0 °C

7.1: Dess-Martin periodinane / CH₂Cl₂ / 1 h

8.1: potassium tert-butoxide / tetrahydrofuran / 0.5 h / -78 °C

8.2: 2.01 g / tetrahydrofuran / 3 h / -78 - 0 °C

9.1: 97 percent / NiCl₂*6H₂O; NaBH₄ / methanol; tetrahydrofuran / 0 °C

10.1: aq. KOH / ethanol; tetrahydrofuran / 6 h / Heating

With pyridine; dmap; potassium hydroxide; sodium tetrahydroborate; potassium tert-butylate; sodium hexamethyldisilazane; diisobutylaluminium hydride; Dess-Martin periodane; triethylamine; nickel dichloride; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; 1.1: Dess-Martin oxidation / 2.2: Wittig coupling / 7.1: Dess-Martin oxidation / 8.2: Horner-Wadsworth-Emmons reaction;
DOI:10.1016/j.tet.2007.05.033