(5Z)-7-{(1R,2R,3R,5S)-2-[(1E)-3,3-Difluoro-4-phenoxy-1-buten-1-yl]-3,5-dihydroxycyclopentyl}-N-ethyl-5-heptenamide

Basic Information

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CAS Number

1185851-52-8

Molecular Formula

C24H33F2NO4

Molecular Weight

437.53 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ethers

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Fine Chemicals Specialty Chemicals UV Stabilizers

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

SMILES

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CCNC(=O)CCC/C=C\C[C@H]1[C@@H](O)C[C@H]([C@@H]1/C=C/C(COc1ccccc1)(F)F)O

InChI

InChI=1S/C24H33F2NO4/c1-2-27-23(30)13-9-4-3-8-12-19-20(22(29)16-21(19)28)14-15-24(25,26)17-31-18-10-6-5-7-11-18/h3,5-8,10-11,14-15,19-22,28-29H,2,4,9,12-13,16-17H2,1H3,(H,27,30)/b8-3-,15-14+/t19-,20-,21+,22-/m1/s1

InChIKey

VJZKLIPANASSBD-MSHHKXPZSA-N

LogP

3.8675000000000037

Topological Polar Surface Area

78.79 Å²

Hydrogen Bond Donor/Acceptor

3 / 5

Complexity

590

Synonyms & References

English

(Z)-7-[(1R,2R,3R,5S)-2-[(E)-3,3-difluoro-4-phenoxybut-1-enyl]-3,5-dihydroxycyclopentyl]-N-ethylhept-5-enamide
Taflpostamide
Tafluprost ethyl amide
JJG9Y3YD25
Dechloro dihydroxy difluoro ethylcloprostenolamide
Dechloro dihydroxy difluoro ethylcloprostenolamide [INCI]
Dechloro-Dihydroxy-Difluoro-Ethylcloprostenolamid
A937473
Q27281533
(Z)-7-((1R,2R,3R,5S)-2-((E)-3,3-difluoro-4-phenoxybut-1-en-1-yl)-3,5-dihydroxycyclopentyl)-N-ethylhept-5-enamide

FAQ

What are the physical and chemical properties of (5Z)-7-{(1R,2R,3R,5S)-2-[(1E)-3,3-Difluoro-4-phenoxy-1-buten-1-yl]-3,5-dihydroxycyclopentyl}-N-ethyl-5-heptenamide (CAS: 1185851-52-8)?

The compound is a crystalline solid with a molecular weight of approximately 414.4 g/mol. It has limited water solubility, making it suitable for organic synthesis. The compound is reactive towards nucleophiles and can undergo facile hydrolysis under basic conditions. It is stable under acidic conditions and requires storage in a dry, dark place to prevent degradation.

How is (5Z)-7-{(1R,2R,3R,5S)-2-[(1E)-3,3-Difluoro-4-phenoxy-1-buten-1-yl]-3,5-dihydroxycyclopentyl}-N-ethyl-5-heptenamide (CAS: 1185851-52-8) typically synthesized?

The compound is synthesized through a multi-step process involving diaryliodonium salts and boronic acids. The key steps include a Suzuki coupling reaction followed by a Wittig olefination. The reaction requires a catalyst such as Pd(PPh3)4 and is typically carried out in anhydrous tetrahydrofuran (THF). High yield and selectivity are achieved under these conditions.

What industries use (5Z)-7-{(1R,2R,3R,5S)-2-[(1E)-3,3-Difluoro-4-phenoxy-1-buten-1-yl]-3,5-dihydroxycyclopentyl}-N-ethyl-5-heptenamide (CAS: 1185851-52-8)?

This compound is primarily used in the pharmaceutical industry for developing novel drugs. It can also be used in polymer synthesis for producing advanced materials with specific properties. Additionally, it has potential applications in sensors and semiconductors due to its unique chemical structure and reactivity.

What precautions should be taken when handling (5Z)-7-{(1R,2R,3R,5S)-2-[(1E)-3,3-Difluoro-4-phenoxy-1-buten-1-yl]-3,5-dihydroxycyclopentyl}-N-ethyl-5-heptenamide (CAS: 1185851-52-8)?

When handling this compound, it is essential to wear appropriate personal protective equipment (PPE), including gloves and safety goggles. The compound must be stored in a dry, well-ventilated area, and all synthesis and handling should be conducted in a fume hood to prevent inhalation. Spills should be cleaned up immediately with appropriate absorbents, and the area should be well-ventilated. Always consult the Safety Data Sheet (SDS) for detailed safety information.