2,4-Heptadienoic acid, 6-(acetyloxy)-7-[(1R,2S)-2-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]- 1-methyl-5-oxocyclopentyl]-3-ethoxy-, 2-propenyl ester, (2Z,4E,6R)-

Base Information

Chemical Name:2,4-Heptadienoic acid, 6-(acetyloxy)-7-[(1R,2S)-2-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]- 1-methyl-5-oxocyclopentyl]-3-ethoxy-, 2-propenyl ester, (2Z,4E,6R)-
CAS No.:493021-13-9
Molecular Formula:C37H48O7Si
Molecular Weight:632.869
Hs Code.:

2,4-Heptadienoic acid,
6-(acetyloxy)-7-[(1R,2S)-2-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-
1-methyl-5-oxocyclopentyl]-3-ethoxy-, 2-propenyl ester, (2Z,4E,6R)-

Synonyms:

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Chemical Property of 2,4-Heptadienoic acid, 6-(acetyloxy)-7-[(1R,2S)-2-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]- 1-methyl-5-oxocyclopentyl]-3-ethoxy-, 2-propenyl ester, (2Z,4E,6R)-

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Technology Process of 2,4-Heptadienoic acid, 6-(acetyloxy)-7-[(1R,2S)-2-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]- 1-methyl-5-oxocyclopentyl]-3-ethoxy-, 2-propenyl ester, (2Z,4E,6R)-

There total 13 articles about 2,4-Heptadienoic acid, 6-(acetyloxy)-7-[(1R,2S)-2-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]- 1-methyl-5-oxocyclopentyl]-3-ethoxy-, 2-propenyl ester, (2Z,4E,6R)- 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:

: 17553-86-5
(S)-Halos-Parish ketone

: 493021-13-9
(2Z,4E)-(R)-6-Acetoxy-7-[(1R,2S)-2-(tert-butyl-diphenyl-silanyloxymethyl)-1-methyl-5-oxo-cyclopentyl]-3-ethoxy-hepta-2,4-dienoic acid allyl ester

Guidance literature:: Multi-step reaction with 13 steps

1: 94 percent / sodium borohydride / ethanol / 4 h / -15 °C

2: 93 percent / pyridine; 4-(dimethylamino)pyridine / 0 - 20 °C

3: 85 percent / dimethylsulfoxide / 3 h / 20 °C

4: 95 percent / pTSA / benzene / 5 h / Heating

5: 91 percent / diisobutylaluminum hydride / toluene / 1 h / 0 °C

6: 96 percent / sodium borohydride / ethanol / 1.5 h / -20 °C

7: 95 percent / HCl / acetone / 2 h / 20 °C

8: 99 percent / imidazole / dimethylformamide / 0 - 20 °C

9: toluene / 31 h / 138 °C

10: 80 percent / sodium periodate; RuCl₃ / H₂O; CCl₄; acetonitrile / 7 h / 20 °C

11: 81 percent / N,N'-dicyclohexylcarbodiimide; 4-(dimethylamino)pyridine / CH₂Cl₂ / 0 - 20 °C

12: triethylsilane; Pd(OAc)2; molecular sieves 4 Angstroem / acetone / 20 °C

13: 0.062 mg / benzene / 11 h / Heating

With pyridine; 1H-imidazole; hydrogenchloride; triethylsilane; dmap; ruthenium trichloride; palladium diacetate; sodium tetrahydroborate; sodium periodate; 4 A molecular sieve; diisobutylaluminium hydride; toluene-4-sulfonic acid; dicyclohexyl-carbodiimide; In tetrachloromethane; ethanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone; toluene; acetonitrile; benzene; 13: Wittig reaction;
DOI:10.1021/ol027125o

Reference yield:

: 16271-49-1
(1S,7aS)-1-hydroxy-7a-methyl-2,3,7,7a-tetrahydro-1H-inden-5(6H)-one

: 493021-13-9
(2Z,4E)-(R)-6-Acetoxy-7-[(1R,2S)-2-(tert-butyl-diphenyl-silanyloxymethyl)-1-methyl-5-oxo-cyclopentyl]-3-ethoxy-hepta-2,4-dienoic acid allyl ester

Guidance literature:: Multi-step reaction with 12 steps

1: 93 percent / pyridine; 4-(dimethylamino)pyridine / 0 - 20 °C

2: 85 percent / dimethylsulfoxide / 3 h / 20 °C

3: 95 percent / pTSA / benzene / 5 h / Heating

4: 91 percent / diisobutylaluminum hydride / toluene / 1 h / 0 °C

5: 96 percent / sodium borohydride / ethanol / 1.5 h / -20 °C

6: 95 percent / HCl / acetone / 2 h / 20 °C

7: 99 percent / imidazole / dimethylformamide / 0 - 20 °C

8: toluene / 31 h / 138 °C

9: 80 percent / sodium periodate; RuCl₃ / H₂O; CCl₄; acetonitrile / 7 h / 20 °C

10: 81 percent / N,N'-dicyclohexylcarbodiimide; 4-(dimethylamino)pyridine / CH₂Cl₂ / 0 - 20 °C

11: triethylsilane; Pd(OAc)2; molecular sieves 4 Angstroem / acetone / 20 °C

12: 0.062 mg / benzene / 11 h / Heating

With pyridine; 1H-imidazole; hydrogenchloride; triethylsilane; dmap; ruthenium trichloride; palladium diacetate; sodium tetrahydroborate; sodium periodate; 4 A molecular sieve; diisobutylaluminium hydride; toluene-4-sulfonic acid; dicyclohexyl-carbodiimide; In tetrachloromethane; ethanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone; toluene; acetonitrile; benzene; 12: Wittig reaction;
DOI:10.1021/ol027125o

Reference yield:

: 144299-24-1
(1S,7aS)-1-(tosyloxy)-7a-methyl-7,7a-dihydro-5(6H)-indanone

: 493021-13-9
(2Z,4E)-(R)-6-Acetoxy-7-[(1R,2S)-2-(tert-butyl-diphenyl-silanyloxymethyl)-1-methyl-5-oxo-cyclopentyl]-3-ethoxy-hepta-2,4-dienoic acid allyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: 85 percent / dimethylsulfoxide / 3 h / 20 °C

2: 95 percent / pTSA / benzene / 5 h / Heating

3: 91 percent / diisobutylaluminum hydride / toluene / 1 h / 0 °C

4: 96 percent / sodium borohydride / ethanol / 1.5 h / -20 °C

5: 95 percent / HCl / acetone / 2 h / 20 °C

6: 99 percent / imidazole / dimethylformamide / 0 - 20 °C

7: toluene / 31 h / 138 °C

8: 80 percent / sodium periodate; RuCl₃ / H₂O; CCl₄; acetonitrile / 7 h / 20 °C

9: 81 percent / N,N'-dicyclohexylcarbodiimide; 4-(dimethylamino)pyridine / CH₂Cl₂ / 0 - 20 °C

10: triethylsilane; Pd(OAc)2; molecular sieves 4 Angstroem / acetone / 20 °C

11: 0.062 mg / benzene / 11 h / Heating

With 1H-imidazole; hydrogenchloride; triethylsilane; dmap; ruthenium trichloride; palladium diacetate; sodium tetrahydroborate; sodium periodate; 4 A molecular sieve; diisobutylaluminium hydride; toluene-4-sulfonic acid; dicyclohexyl-carbodiimide; In tetrachloromethane; ethanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone; toluene; acetonitrile; benzene; 11: Wittig reaction;
DOI:10.1021/ol027125o