8,13-Hexadecadien-3-ol, 5,11-bis[(4-methoxyphenyl)methoxy]-2,4,10,12-tetramethyl-16-[(2S,3R, 4S,5R,6R)-tetrahydro-6-methoxy-4-(methoxymethoxy)-3,5-dimethyl-2H- pyran-2-yl]-, (3S,4R,5R,8Z,10S,11R,12S,13Z)-

Base Information

Chemical Name:8,13-Hexadecadien-3-ol, 5,11-bis[(4-methoxyphenyl)methoxy]-2,4,10,12-tetramethyl-16-[(2S,3R, 4S,5R,6R)-tetrahydro-6-methoxy-4-(methoxymethoxy)-3,5-dimethyl-2H- pyran-2-yl]-, (3S,4R,5R,8Z,10S,11R,12S,13Z)-
CAS No.:565229-92-7
Molecular Formula:C46H72O9
Molecular Weight:769.072
Hs Code.:

8,13-Hexadecadien-3-ol,
5,11-bis[(4-methoxyphenyl)methoxy]-2,4,10,12-tetramethyl-16-[(2S,3R,
4S,5R,6R)-tetrahydro-6-methoxy-4-(methoxymethoxy)-3,5-dimethyl-2H-
pyran-2-yl]-, (3S,4R,5R,8Z,10S,11R,12S,13Z)-

Synonyms:

Suppliers and Price of 8,13-Hexadecadien-3-ol, 5,11-bis[(4-methoxyphenyl)methoxy]-2,4,10,12-tetramethyl-16-[(2S,3R, 4S,5R,6R)-tetrahydro-6-methoxy-4-(methoxymethoxy)-3,5-dimethyl-2H- pyran-2-yl]-, (3S,4R,5R,8Z,10S,11R,12S,13Z)-

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 8,13-Hexadecadien-3-ol, 5,11-bis[(4-methoxyphenyl)methoxy]-2,4,10,12-tetramethyl-16-[(2S,3R, 4S,5R,6R)-tetrahydro-6-methoxy-4-(methoxymethoxy)-3,5-dimethyl-2H- pyran-2-yl]-, (3S,4R,5R,8Z,10S,11R,12S,13Z)-

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Technology Process of 8,13-Hexadecadien-3-ol, 5,11-bis[(4-methoxyphenyl)methoxy]-2,4,10,12-tetramethyl-16-[(2S,3R, 4S,5R,6R)-tetrahydro-6-methoxy-4-(methoxymethoxy)-3,5-dimethyl-2H- pyran-2-yl]-, (3S,4R,5R,8Z,10S,11R,12S,13Z)-

There total 30 articles about 8,13-Hexadecadien-3-ol, 5,11-bis[(4-methoxyphenyl)methoxy]-2,4,10,12-tetramethyl-16-[(2S,3R, 4S,5R,6R)-tetrahydro-6-methoxy-4-(methoxymethoxy)-3,5-dimethyl-2H- pyran-2-yl]-, (3S,4R,5R,8Z,10S,11R,12S,13Z)- 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: 65.0%

: 1068-55-9
isopropylmagnesium chloride

: 565229-51-8
(2S,3R,6Z,8S,9S,10S,11Z)-3,9-bis(4-methoxybenzyloxy)-14-[(2S,3S,4S,5R,6R)-6-methoxy-4-methoxymethoxy-3,5-dimethyltetrahydropyran-2-yl]-2,8,10-trimethyltetradeca-6,11-dienal

: 565229-92-7
(1S,2S,3R,6Z,8S,9S,10S,11Z)-5,11-bis(4-methoxybenzyloxy)-16-[(2R,3S,4S,5R,6R)-6-methoxy-4-methoxymethoxy-3,5-dimethyltetrahydropyran-2-yl]-2,4,10,12-tetramethylhexadeca-8,13-dien-3-ol

Guidance literature:: In tetrahydrofuran; at 0 - 20 ℃;
DOI:10.1021/jm0204136

Reference yield:

: 565229-01-8
(2R,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-2-methyl-hexanal

: 565229-92-7
(1S,2S,3R,6Z,8S,9S,10S,11Z)-5,11-bis(4-methoxybenzyloxy)-16-[(2R,3S,4S,5R,6R)-6-methoxy-4-methoxymethoxy-3,5-dimethyltetrahydropyran-2-yl]-2,4,10,12-tetramethylhexadeca-8,13-dien-3-ol

Guidance literature:: Multi-step reaction with 14 steps

1.1: Bu₂BOTf; N,N-diisopropylethylamine / CH₂Cl₂ / 0.5 h / 0 °C

1.2: CH₂Cl₂ / 2.17 h / -78 - 0 °C

1.3: 2.29 g / aq. H₂O₂; phosphate buffer / CH₂Cl₂; methanol / 1 h / pH 7.0

2.1: 92 percent / N,N-diisopropylethylamine / CH₂Cl₂ / Heating

3.1: 83 percent / HF*pyridine; pyridine / methanol / 48 h / 20 °C

4.1: diisobutylaluminum hydride / tetrahydrofuran; CH₂Cl₂ / 1 h / -78 °C

5.1: pyridinium p-toluenesulfonate / 15 h / 20 °C

6.1: H₂ / Pd/C / ethyl acetate / 3 h / 20 °C / atmospheric pressure

7.1: 274 mg / Dess-Martin periodinane / CH₂Cl₂ / 20 °C

8.1: NaHMDS / tetrahydrofuran / 0.33 h / 20 °C

8.2: 67 percent / tetrahydrofuran / 4.33 h / -78 - 20 °C

9.1: diisobutylaluminum hydride / hexane; CH₂Cl₂ / 2 h / 0 °C

10.1: 267 mg / Dess-Martin periodinane / CH₂Cl₂

11.1: NaHMDS / tetrahydrofuran / 20 °C

11.2: tetrahydrofuran / -78 - 20 °C

12.1: diisobutylaluminum hydride / hexane; CH₂Cl₂ / 2 h / 0 °C

13.1: Dess-Martin periodinane / CH₂Cl₂

14.1: 65 percent / tetrahydrofuran / 0 - 20 °C

With pyridine; di-n-butylboryl trifluoromethanesulfonate; hydrogen; sodium hexamethyldisilazane; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; Dess-Martin periodane; pyridine hydrogenfluoride; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; hexane; dichloromethane; ethyl acetate; 7.1: Dess-Martin oxidation / 8.2: Wittig olefination / 10.1: Dess-Martin oxidation / 11.2: Wittig olefination / 13.1: Dess-Martin oxidation;
DOI:10.1021/jm0204136

Reference yield:

: 565229-05-2
6-[(3R,4S,5S,6S)-3-(4-methoxybenzyloxy)propyl]-4-methoxymethoxy-3,5-dimethyltetrahydropyran-2-one

: 565229-92-7
(1S,2S,3R,6Z,8S,9S,10S,11Z)-5,11-bis(4-methoxybenzyloxy)-16-[(2R,3S,4S,5R,6R)-6-methoxy-4-methoxymethoxy-3,5-dimethyltetrahydropyran-2-yl]-2,4,10,12-tetramethylhexadeca-8,13-dien-3-ol

Guidance literature:: Multi-step reaction with 11 steps

1.1: diisobutylaluminum hydride / tetrahydrofuran; CH₂Cl₂ / 1 h / -78 °C

2.1: pyridinium p-toluenesulfonate / 15 h / 20 °C

3.1: H₂ / Pd/C / ethyl acetate / 3 h / 20 °C / atmospheric pressure

4.1: 274 mg / Dess-Martin periodinane / CH₂Cl₂ / 20 °C

5.1: NaHMDS / tetrahydrofuran / 0.33 h / 20 °C

5.2: 67 percent / tetrahydrofuran / 4.33 h / -78 - 20 °C

6.1: diisobutylaluminum hydride / hexane; CH₂Cl₂ / 2 h / 0 °C

7.1: 267 mg / Dess-Martin periodinane / CH₂Cl₂

8.1: NaHMDS / tetrahydrofuran / 20 °C

8.2: tetrahydrofuran / -78 - 20 °C

9.1: diisobutylaluminum hydride / hexane; CH₂Cl₂ / 2 h / 0 °C

10.1: Dess-Martin periodinane / CH₂Cl₂

11.1: 65 percent / tetrahydrofuran / 0 - 20 °C

With hydrogen; sodium hexamethyldisilazane; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; Dess-Martin periodane; palladium on activated charcoal; In tetrahydrofuran; hexane; dichloromethane; ethyl acetate; 4.1: Dess-Martin oxidation / 5.2: Wittig olefination / 7.1: Dess-Martin oxidation / 8.2: Wittig olefination / 10.1: Dess-Martin oxidation;
DOI:10.1021/jm0204136