(5Z)-7-(3,5-Dihydroxy-2-{(1E)-3-hydroxy-4-[3-(trifluoromethyl)phenoxy]-1-buten-1-yl}cyclopentyl)-5-heptenoic acid | CAS No. 54276-17-4

(5Z)-7-(3,5-Dihydroxy-2-{(1E)-3-hydroxy-4-[3-(trifluoromethyl)phenoxy]-1-buten-1-yl}cyclopentyl)-5-heptenoic acid

Basic Information

CAS Number

54276-17-4

Molecular Formula

C23H29F3O6

Molecular Weight

458.47 g/mol

AD

Basic Physical Properties

O=C(O)CCC/C=C\C[C@@H]1[C@@H](/C=C/[C@@H](O)COC2=CC=CC(C(F)(F)F)=C2)[C@H](O)C[C@@H]1O

InChI

InChI=1S/C23H29F3O6/c24-23(25,26)15-6-5-7-17(12-15)32-14-16(27)10-11-19-18(20(28)13-21(19)29)8-3-1-2-4-9-22(30)31/h1,3,5-7,10-12,16,18-21,27-29H,2,4,8-9,13-14H2,(H,30,31)/b3-1-,11-10?

InChIKey

WWSWYXNVCBLWNZ-MTECWQMOSA-N

LogP

3.5604000000000027

Topological Polar Surface Area

107.22000000000001 Ų

Hydrogen Bond Donor/Acceptor

4 / 6

Synonyms & References

English

  • (+)-Fluprostenol
  • Travoprost Acid
  • [3H]-Travoprost acid
  • Fluprostenol
  • (Z)-7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((R,E)-3-hydroxy-4-(3-(trifluoromethyl)phenoxy)but-1-en-1-yl)cyclopentyl)hept-5-enoic acid

MDL Number

MFCD00210955

FAQ

What are the physical and chemical properties of (5Z)-7-(3,5-Dihydroxy-2-{(1E)-3-hydroxy-4-[3-(trifluoromethyl)phenoxy]-1-buten-1-yl}cyclopentyl)-5-heptenoic acid (CAS: 54276-17-4)?

This compound is a colorless solid with a molecular weight of approximately 457.35 g/mol. It has a low solubility in water and is more soluble in organic solvents. It is reactive towards bases and can undergo hydrolysis under basic conditions. It is stable under acidic conditions and requires storage in a dry, cool place.

How is (5Z)-7-(3,5-Dihydroxy-2-{(1E)-3-hydroxy-4-[3-(trifluoromethyl)phenoxy]-1-buten-1-yl}cyclopentyl)-5-heptenoic acid (CAS: 54276-17-4) typically synthesized?

This compound is synthesized through a multistep process involving functional group manipulations and coupling reactions. Commonly, it is prepared using a Suzuki coupling reaction followed by esterification and amidation. Specific catalysts such as palladium(II) chloride and bases like sodium carbonate are used to achieve high selectivity and yield.

What industries use (5Z)-7-(3,5-Dihydroxy-2-{(1E)-3-hydroxy-4-[3-(trifluoromethyl)phenoxy]-1-buten-1-yl}cyclopentyl)-5-heptenoic acid (CAS: 54276-17-4)?

This compound is primarily used in the pharmaceutical industry for developing new drugs due to its unique chemical structure. It may also find applications in sensor technology and as a precursor in the synthesis of other compounds.

What precautions should be taken when handling (5Z)-7-(3,5-Dihydroxy-2-{(1E)-3-hydroxy-4-[3-(trifluoromethyl)phenoxy]-1-buten-1-yl}cyclopentyl)-5-heptenoic acid (CAS: 54276-17-4)?

When handling this compound, proper Personal Protective Equipment (PPE) such as gloves, goggles, and laboratory coat should be worn. It should be stored in a cool, dry place away from direct sunlight. In case of a spill, avoid inhaling any vapors and use a fume hood. Always refer to the Safety Data Sheet (SDS) for detailed handling and emergency procedures.

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