(Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(E,3S)-3-hydroxy-4-[3-(trifluoromethyl)phenoxy]but-1-enyl]cyclopentyl]hept-5-enoic acid

Base Information

Chemical Name:(Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(E,3S)-3-hydroxy-4-[3-(trifluoromethyl)phenoxy]but-1-enyl]cyclopentyl]hept-5-enoic acid
CAS No.:73307-38-7
Molecular Formula:C23H29F3O6
Molecular Weight:458.47
Hs Code.:

Synonyms:54276-24-3;73307-38-7;(Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(E,3S)-3-hydroxy-4-[3-(trifluoromethyl)phenoxy]but-1-enyl]cyclopentyl]hept-5-enoic acid;7-((1R,2R,3R,5S)-3,5-Dihydroxy-2-((S,E)-3-hydroxy-4-(3-(trifluoromethyl)phenoxy)but-1-en-1-yl)cyclopentyl)hept-5-enoic acid;SCHEMBL16414482;HMS3648H22;9alpha,11alpha,15S-Trihydroxy-16-(3-(trifluoromethyl)Phenoxy)-17,18,19,20-tetranor-prosta-5Z,13E-dien-1-oic acid;PD021280;SR-01000946511;SR-01000946511-1;16-(3-(Trifluoromethyl)phenoxy)-17,18,19,20-tetranor-2,3-cis-didehydro-pgf1-alpha;16-(3-(Trifluoromethyl)phenoxy)-17,18,19,20-tetranor-2,3-cis-didehydroprostaglandin F1-alpha;2-Heptenoic acid, 7-(3,5-dihydroxy-2-(3-hydroxy-4-(3-(trifluoromethyl)phenoxy)-1-butenyl)cyclopentyl)-, (1R-(1-alpha(Z),2-beta(1E,3S*),3-alpha,5-alpha))-

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Chemical Property of (Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(E,3S)-3-hydroxy-4-[3-(trifluoromethyl)phenoxy]but-1-enyl]cyclopentyl]hept-5-enoic acid

Chemical Property:

Vapor Pressure:1.24E-15mmHg at 25°C
Boiling Point:608°C at 760 mmHg
Flash Point:321.5°C
PSA：107.22000
Density:1.335g/cm³
LogP:3.56040
XLogP3:2.9
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:9
Rotatable Bond Count:11
Exact Mass:458.19162313
Heavy Atom Count:32
Complexity:636

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C1C(C(C(C1O)C=CC(COC2=CC=CC(=C2)C(F)(F)F)O)CC=CCCCC(=O)O)O
Isomeric SMILES:C1[C@@H]([C@@H]([C@H]([C@@H]1O)/C=C/[C@@H](COC2=CC=CC(=C2)C(F)(F)F)O)C/C=C\CCCC(=O)O)O

Technology Process of (Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(E,3S)-3-hydroxy-4-[3-(trifluoromethyl)phenoxy]but-1-enyl]cyclopentyl]hept-5-enoic acid

There total 7 articles about (Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(E,3S)-3-hydroxy-4-[3-(trifluoromethyl)phenoxy]but-1-enyl]cyclopentyl]hept-5-enoic 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:

: 5-{(1R,2R,3R,5S)-5-Hydroxy-3-(tetrahydro-pyran-2-yloxy)-2-[(E)-(R)-3-(tetrahydro-pyran-2-yloxy)-4-(3-trifluoromethyl-phenoxy)-but-1-enyl]-cyclopentyl}-pentanoic acid

: 73307-38-7
(Z)-7-{(1R,2R,3R,5S)-3,5-Dihydroxy-2-[(E)-(S)-3-hydroxy-4-(3-trifluoromethyl-phenoxy)-but-1-enyl]-cyclopentyl}-hept-2-enoic acid

Guidance literature:: Multi-step reaction with 6 steps

1: diethyl ether

2: 100 percent / diisobutylaluminum hydride (DIBAL) / toluene / 0.5 h / -78 °C

3: CH₂Cl₂ / 0.08 h / 25 °C

4: 1.) n-butyllithium / 1.) THF, hexane, -78 deg C, 30 min, 2.) THF, hexane, -78 deg C, 5 h

5: 76 percent / H₂, pyridine / Pd/BaSO₄ / methanol

6: 1 N aq. HCl / tetrahydrofuran / 1.5 h / 45 °C

With pyridine; hydrogenchloride; n-butyllithium; hydrogen; diisobutylaluminium hydride; Pd-BaSO₄; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; toluene;
DOI:10.1021/jm00179a011

Reference yield:

: 73287-72-6
2α-(6,6-dibromo-5-hexenyl)-3β-<4-<3-(trifluoromethyl)phenoxy>-3αβ-(tetrahydropyran-2-yloxy)-1-trans-butenyl>-4α-(tetrahydropyran-2-yloxy)cyclopentan-1-ol

: 73307-38-7
(Z)-7-{(1R,2R,3R,5S)-3,5-Dihydroxy-2-[(E)-(S)-3-hydroxy-4-(3-trifluoromethyl-phenoxy)-but-1-enyl]-cyclopentyl}-hept-2-enoic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) n-butyllithium / 1.) THF, hexane, -78 deg C, 30 min, 2.) THF, hexane, -78 deg C, 5 h

2: 76 percent / H₂, pyridine / Pd/BaSO₄ / methanol

3: 1 N aq. HCl / tetrahydrofuran / 1.5 h / 45 °C

With pyridine; hydrogenchloride; n-butyllithium; hydrogen; Pd-BaSO₄; In tetrahydrofuran; methanol;
DOI:10.1021/jm00179a011

Reference yield:

: 73275-80-6
16-<3-(trifluoromethyl)phenoxy>-17,18,19,20-tetranor-2,2,3,3-tetradehydroprostaglandin F_1α 11,15αβ-bis(tetrahydropyran-2-yl ether)

: 73307-38-7
(Z)-7-{(1R,2R,3R,5S)-3,5-Dihydroxy-2-[(E)-(S)-3-hydroxy-4-(3-trifluoromethyl-phenoxy)-but-1-enyl]-cyclopentyl}-hept-2-enoic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 76 percent / H₂, pyridine / Pd/BaSO₄ / methanol

2: 1 N aq. HCl / tetrahydrofuran / 1.5 h / 45 °C

With pyridine; hydrogenchloride; hydrogen; Pd-BaSO₄; In tetrahydrofuran; methanol;
DOI:10.1021/jm00179a011