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}pentanoic acid

Base Information

Chemical Name: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}pentanoic acid
CAS No.:1262874-53-2
Molecular Formula:C₂₄H₃₂O₆
Molecular Weight:416.514
Hs Code.:

Synonyms: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}pentanoic acid

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Chemical Property of 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}pentanoic acid

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Technology Process of 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}pentanoic acid

There total 15 articles about 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}pentanoic acid 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: 100.0%

: 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

: 1262874-53-2
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}pentanoic acid

Guidance literature:: With sodium hydroxide; In methanol; water; at 20 ℃; for 8h;
DOI:10.1021/acsmedchemlett.6b00415

Reference yield:

: C₃₂H₄₆O₇

: 1262874-53-2
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}pentanoic acid

Guidance literature:: Multi-step reaction with 2 steps

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

2: sodium hydroxide / water; methanol / 8 h / 20 °C

With acetic acid; sodium hydroxide; In tetrahydrofuran; methanol; water;
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

: 1262874-53-2
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}pentanoic acid

Guidance literature:: Multi-step reaction with 10 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

10: sodium hydroxide / water; methanol / 8 h / 20 °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; methanol; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene; 1: |Negishi Coupling / 7: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1021/acsmedchemlett.6b00415