4,7-Decadienoic acid, 8-chloro-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-4-methyl-10-[(2S,4S,5S )-tetrahydro-4-hydroxy-5-(hydroxymethyl)-2-furanyl]-, phenyl ester, (3S,4Z,7Z)-

Base Information

Chemical Name:4,7-Decadienoic acid, 8-chloro-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-4-methyl-10-[(2S,4S,5S )-tetrahydro-4-hydroxy-5-(hydroxymethyl)-2-furanyl]-, phenyl ester, (3S,4Z,7Z)-
CAS No.:629614-70-6
Molecular Formula:C28H43ClO6Si
Molecular Weight:539.184
Hs Code.:

4,7-Decadienoic acid,
8-chloro-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-4-methyl-10-[(2S,4S,5S
)-tetrahydro-4-hydroxy-5-(hydroxymethyl)-2-furanyl]-, phenyl ester,
(3S,4Z,7Z)-

Synonyms:

Suppliers and Price of 4,7-Decadienoic acid, 8-chloro-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-4-methyl-10-[(2S,4S,5S )-tetrahydro-4-hydroxy-5-(hydroxymethyl)-2-furanyl]-, phenyl ester, (3S,4Z,7Z)-

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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 4,7-Decadienoic acid, 8-chloro-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-4-methyl-10-[(2S,4S,5S )-tetrahydro-4-hydroxy-5-(hydroxymethyl)-2-furanyl]-, phenyl ester, (3S,4Z,7Z)-

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Technology Process of 4,7-Decadienoic acid, 8-chloro-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-4-methyl-10-[(2S,4S,5S )-tetrahydro-4-hydroxy-5-(hydroxymethyl)-2-furanyl]-, phenyl ester, (3S,4Z,7Z)-

There total 1 articles about 4,7-Decadienoic acid, 8-chloro-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-4-methyl-10-[(2S,4S,5S )-tetrahydro-4-hydroxy-5-(hydroxymethyl)-2-furanyl]-, phenyl ester, (3S,4Z,7Z)- 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: 85.0%

: (4Z,7Z)-(S)-3-(tert-Butyl-dimethyl-silanyloxy)-8-chloro-10-((4aS,6S,7aS)-2,2-dimethyl-tetrahydro-furo[3,2-d][1,3]dioxin-6-yl)-4-methyl-deca-4,7-dienoic acid phenyl ester

: 629614-70-6
phenyl (3S,4Z,7Z)-3-(t-butyldimethylsilyloxy)-8-chloro-4-methyl-10-[(2S,4S,5S)-tetrahydro-4-hydroxy-5-(hydroxymethyl)-2-furanyl]-4,7-decadienoate

Guidance literature:: With camphor-10-sulfonic acid; ethylene glycol; In methanol; at 20 ℃; for 2h;
DOI:10.1021/ol0356789

Reference yield: 91.0%

: 76-83-5
trityl chloride

: 629614-70-6
phenyl (3S,4Z,7Z)-3-(t-butyldimethylsilyloxy)-8-chloro-4-methyl-10-[(2S,4S,5S)-tetrahydro-4-hydroxy-5-(hydroxymethyl)-2-furanyl]-4,7-decadienoate

: 629614-71-7
phenyl (3S,4Z,7Z)-3-(t-butyldimethylsilyloxy)-8-chloro-4-methyl-10-[(2S,4S,5S)-tetrahydro-4-hydroxy-5-(triphenylmethoxymethyl)-2-furanyl]-4,7-decadienoate

Guidance literature:: With pyridine; dmap; In dichloromethane; at 20 ℃; for 12h;
DOI:10.1021/ol0356789

Reference yield:

: 629614-70-6
phenyl (3S,4Z,7Z)-3-(t-butyldimethylsilyloxy)-8-chloro-4-methyl-10-[(2S,4S,5S)-tetrahydro-4-hydroxy-5-(hydroxymethyl)-2-furanyl]-4,7-decadienoate

: 629614-72-8
(1S,5S,6Z,9Z,13S,15S)-10-chloro-5-hydroxy-15-[(triphenylmethoxy)methyl]-6-methyl-2,14-dioxabicyclo[11.2.1]hexadeca-6,9-dien-3-one

Guidance literature:: Multi-step reaction with 5 steps

1: 91 percent / pyridine; DMAP / CH₂Cl₂ / 12 h / 20 °C

2: 93 percent / KOH; H₂O / 2-methyl-propan-2-ol / 6 h / 20 °C

3: Et₃N / tetrahydrofuran / 2 h / 20 °C

4: 65 percent / DMAP / toluene; tetrahydrofuran / 17 h / 20 °C

5: 85 percent / TBAF / tetrahydrofuran / 2 h / 20 °C

With pyridine; dmap; potassium hydroxide; tetrabutyl ammonium fluoride; water; triethylamine; In tetrahydrofuran; dichloromethane; toluene; tert-butyl alcohol;
DOI:10.1021/ol0356789