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

Base Information

Chemical Name:4-Heptenoic acid, 6-(acetyloxy)-7-[(1R,2S)-2-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]- 1-methyl-5-oxocyclopentyl]-3-oxo-, 2-propenyl ester, (4E,6R)-
CAS No.:493021-03-7
Molecular Formula:C35H44O7Si
Molecular Weight:604.816
Hs Code.:

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

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

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

There total 15 articles about 4-Heptenoic acid, 6-(acetyloxy)-7-[(1R,2S)-2-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]- 1-methyl-5-oxocyclopentyl]-3-oxo-, 2-propenyl ester, (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: 84.0%

: 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

: 493021-03-7
(E)-(R)-6-Acetoxy-7-[(1R,2S)-2-(tert-butyl-diphenyl-silanyloxymethyl)-1-methyl-5-oxo-cyclopentyl]-3-oxo-hept-4-enoic acid allyl ester

Guidance literature:: With acetic acid; In water; at 80 ℃; for 3h;
DOI:10.1021/ol027125o

Reference yield:

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

: 493021-03-7
(E)-(R)-6-Acetoxy-7-[(1R,2S)-2-(tert-butyl-diphenyl-silanyloxymethyl)-1-methyl-5-oxo-cyclopentyl]-3-oxo-hept-4-enoic acid allyl ester

Guidance literature:: Multi-step reaction with 14 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

14: 84 percent / AcOH / H₂O / 3 h / 80 °C

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; acetic 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

: 493021-03-7
(E)-(R)-6-Acetoxy-7-[(1R,2S)-2-(tert-butyl-diphenyl-silanyloxymethyl)-1-methyl-5-oxo-cyclopentyl]-3-oxo-hept-4-enoic acid allyl ester

Guidance literature:: Multi-step reaction with 13 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

13: 84 percent / AcOH / H₂O / 3 h / 80 °C

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; acetic 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