2-propanyl 5-{(5aR,6R,7R,8aS)-7-hydroxy-6-[(1E,3R)-3-hydroxy-4-phenoxy-1-buten-1-yl]-5,5a,6,7,8,8a-hexahydro-2H-cyclopenta[b]oxepin-3-yl}pentanoate

Base Information

Chemical Name:2-propanyl 5-{(5aR,6R,7R,8aS)-7-hydroxy-6-[(1E,3R)-3-hydroxy-4-phenoxy-1-buten-1-yl]-5,5a,6,7,8,8a-hexahydro-2H-cyclopenta[b]oxepin-3-yl}pentanoate
CAS No.:1262874-48-5
Molecular Formula:C₂₇H₃₈O₆
Molecular Weight:458.595
Hs Code.:

Synonyms:2-propanyl 5-{(5aR,6R,7R,8aS)-7-hydroxy-6-[(1E,3R)-3-hydroxy-4-phenoxy-1-buten-1-yl]-5,5a,6,7,8,8a-hexahydro-2H-cyclopenta[b]oxepin-3-yl}pentanoate

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Chemical Property of 2-propanyl 5-{(5aR,6R,7R,8aS)-7-hydroxy-6-[(1E,3R)-3-hydroxy-4-phenoxy-1-buten-1-yl]-5,5a,6,7,8,8a-hexahydro-2H-cyclopenta[b]oxepin-3-yl}pentanoate

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Technology Process of 2-propanyl 5-{(5aR,6R,7R,8aS)-7-hydroxy-6-[(1E,3R)-3-hydroxy-4-phenoxy-1-buten-1-yl]-5,5a,6,7,8,8a-hexahydro-2H-cyclopenta[b]oxepin-3-yl}pentanoate

There total 14 articles about 2-propanyl 5-{(5aR,6R,7R,8aS)-7-hydroxy-6-[(1E,3R)-3-hydroxy-4-phenoxy-1-buten-1-yl]-5,5a,6,7,8,8a-hexahydro-2H-cyclopenta[b]oxepin-3-yl}pentanoate 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:

: C₃₂H₄₆O₇

: 1262874-48-5
2-propanyl 5-{(5aR,6R,7R,8aS)-7-hydroxy-6-[(1E,3R)-3-hydroxy-4-phenoxy-1-buten-1-yl]-5,5a,6,7,8,8a-hexahydro-2H-cyclopenta[b]oxepin-3-yl}pentanoate

Guidance literature:: With acetic acid; In tetrahydrofuran; water; at 60 ℃; for 5h;
DOI:10.1021/acsmedchemlett.6b00415

Reference yield:

: 1262872-69-4
{[(1S,2R,3S,5R)-2-allyl-3-[(2-bromo-2-propen-1-yl)oxy]-5-(tetrahydro-2H-pyran-2-yloxy)cyclopentyl]methoxy}(dimethyl)(2-methyl-2-propanyl)silane

: 1262874-48-5
2-propanyl 5-{(5aR,6R,7R,8aS)-7-hydroxy-6-[(1E,3R)-3-hydroxy-4-phenoxy-1-buten-1-yl]-5,5a,6,7,8,8a-hexahydro-2H-cyclopenta[b]oxepin-3-yl}pentanoate

Guidance literature:: Multi-step reaction with 9 steps

1: bis(tri-t-butylphosphine)palladium⁽⁰⁾ / toluene; tetrahydrofuran / 3 h / 80 °C

2: [1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene]dichloro-(3-phenyl-1H-inden-1-ylidene)(tricyclohexylphosphine)ruthenium(II) / toluene / 3 h / 80 °C

3: sodium hydroxide / ethanol; water / 3 h / 20 °C

4: potassium carbonate / N,N-dimethyl-formamide / 40 °C

5: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 20 °C

6: pyridine-SO₃ complex; N-ethyl-N,N-diisopropylamine / ethyl acetate / 1 h / 0 °C

7: potassium phosphate / tetrahydrofuran / 20 °C

8: (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; dimethylsulfide borane complex / tetrahydrofuran; dichloromethane / 1 h / 20 °C

9: acetic acid / tetrahydrofuran; water / 5 h / 60 °C

With potassium phosphate; bis(tri-t-butylphosphine)palladium⁽⁰⁾; pyridine-SO₃ complex; [1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene]dichloro-(3-phenyl-1H-inden-1-ylidene)(tricyclohexylphosphine)ruthenium(II); dimethylsulfide borane complex; tetrabutyl ammonium fluoride; potassium carbonate; acetic acid; N-ethyl-N,N-diisopropylamine; sodium hydroxide; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene; 1: |Negishi Coupling / 7: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1021/acsmedchemlett.6b00415

Reference yield:

: 69222-61-3
2-oxo-6-syn-(hydroxymethyl)-7-anti-(tetrahydropyran-2-yloxy)-cis-bicyclo<3.3.0>octan-3-one

: 1262874-48-5
2-propanyl 5-{(5aR,6R,7R,8aS)-7-hydroxy-6-[(1E,3R)-3-hydroxy-4-phenoxy-1-buten-1-yl]-5,5a,6,7,8,8a-hexahydro-2H-cyclopenta[b]oxepin-3-yl}pentanoate

Guidance literature:: Multi-step reaction with 13 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 2 h / 0 - 20 °C

2.1: diisobutylaluminium hydride / toluene / 3 h / -60 °C

3.1: potassium tert-butylate / tetrahydrofuran / 1.5 h / 0 - 20 °C

3.2: 1.5 h / 0 °C

4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 2 h / 0 - 20 °C

5.1: bis(tri-t-butylphosphine)palladium⁽⁰⁾ / toluene; tetrahydrofuran / 3 h / 80 °C

6.1: [1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene]dichloro-(3-phenyl-1H-inden-1-ylidene)(tricyclohexylphosphine)ruthenium(II) / toluene / 3 h / 80 °C

7.1: sodium hydroxide / ethanol; water / 3 h / 20 °C

8.1: potassium carbonate / N,N-dimethyl-formamide / 40 °C

9.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 20 °C

10.1: pyridine-SO₃ complex; N-ethyl-N,N-diisopropylamine / ethyl acetate / 1 h / 0 °C

11.1: potassium phosphate / tetrahydrofuran / 20 °C

12.1: (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; dimethylsulfide borane complex / tetrahydrofuran; dichloromethane / 1 h / 20 °C

13.1: acetic acid / tetrahydrofuran; water / 5 h / 60 °C

With 1H-imidazole; potassium phosphate; bis(tri-t-butylphosphine)palladium⁽⁰⁾; pyridine-SO₃ complex; [1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene]dichloro-(3-phenyl-1H-inden-1-ylidene)(tricyclohexylphosphine)ruthenium(II); dimethylsulfide borane complex; potassium tert-butylate; tetrabutyl ammonium fluoride; sodium hydride; diisobutylaluminium hydride; potassium carbonate; acetic acid; N-ethyl-N,N-diisopropylamine; sodium hydroxide; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene; mineral oil; 5.1: |Negishi Coupling / 11.1: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1021/acsmedchemlett.6b00415