856240-62-5

Basic information

• Product Name: CHEMPACIFIC 59929
• Synonyms: CHEMPACIFIC 59929;2H-CYCLOPENTA[B]FURAN-2,5-DIOL, HEXAHYDRO-4-[(1E,3S)-3-HYDROXY-5-PHENYL-1-PENTENYL]-, (3AR,4R,5R,6AS)-;2H-Cyclopenta[b]furan-2,5-diol, hexahydro-4-[(1E,3S)-3-hydroxy-5-phenyl-1-penten-1-yl]-, (3aR,4R,5R,6aS)-
• CAS NO: 856240-62-5
• Molecular Formula: C₁₈H₂₄O₄
• Molecular Weight: 304.38
• Mol File: 856240-62-5.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 506.7±50.0 °C(Predicted)
• Appearance: /
• Density: 1.292±0.06 g/cm3(Predicted)
• PKA: 13.05±0.60(Predicted)
• CAS DataBase Reference: CHEMPACIFIC 59929(CAS DataBase Reference)
• NIST Chemistry Reference: CHEMPACIFIC 59929(856240-62-5)
• EPA Substance Registry System: CHEMPACIFIC 59929(856240-62-5)

Safety Data

• Hazardous Substances Data: 856240-62-5(Hazardous Substances Data)

Usage

Uses

(3aR,4R,5R,6aS)-4-((S,E)-3-Hydroxy-5-phenylpent-1-enyl)hexahydro-2H-cyclopenta[b]furan-2,5-diol is the impurity in the synthesis of bimatoprost (B386800), an antiglaucoma drug and analog of prostaglandin.

Upstream product

• 501-52-0 3-Phenylpropionic acid 
• 103-25-3 3-phenylpropanoic acid methyl ester 
• 170646-96-5 N-methoxy-N-methyl-3-phenylpropionamide 
• 933789-26-5 (3aR,4R,5R,6aS)-5-hydroxy-4-((E)-3-oxo-5-phenylpent-1-en-1-yl)hexahydro-2H-cyclopenta[b]furan-2-one 
• 62961-72-2 Corey aldehyde 
• 87422-39-7 (3aR,6aS)-3,3-dichloro-3,3a,6,6a-tetrahydro-2H-cyclopenta[b]furan-2-one 
• 542-92-7 cyclopenta-1,3-diene 
• 26054-46-6 (-)-(1S,5R)-2-oxabicyclo[3.3.0]oct-6-en-3-one 
• 5307-99-3 (+/-)-7,7-dichlorobicyclo[3.2.0]hept-2-en-6-one 
• 31984-10-8 1-bromo-4-phenylbutan-2-one 
• 40601-45-4 diethyl (2-oxo-4-phenylbutyl)phosphonate 
• 2550-26-7 4-Phenyl-2-butanone 
• 55444-68-3 (3aR,4R,5R,6aS)-4-[(1E,3S)-3-hydroxy-5-phenylpent-1-en-1-yl]-2-oxo-hexahydro-2H-cyclopenta[b]furan-5-yl benzoate 
• 55076-60-3 (3aR,4R,5R,6aS)-2-oxo-4-((1E)-3-oxo-5-phenylpent-1-en-1-yl)-hexahydro-2H-cyclopenta[b]furan-5-yl benzoate 

Downstream Products

• 155206-00-1 bimatoprost 
• 352276-28-9 (1S,5R,6R,7R)-6-<(3S)-3-hydroxy-5-phenyl-1-pentyl>-7(R)-hydroxy-2-oxabicyclo<3.3.0>octan-3-ol 
• 41639-83-2 latanoprost acid 
• 130209-82-4 latanoprost 
• 1415394-05-6 7-[3,5-dihydroxy-2-(3-hydroxy-5-phenylpent-1-enyl)-cyclopentyl]-5-heptenoic acid (2,5-dioxopyrrolidin-1-yl) ester 
• 1415394-10-3 7-[3,5-dihydroxy-2-(3-hydroxy-5-phenylpent-1-enyl)-cyclopentyl]-5-heptenoic acid 1,3-dioxo-1,3-dihydroisoindol-2-yl ester 
• 38344-08-0 (5Z)-bimatoprost acid 
• 1163135-95-2 (5E)-N-ethyl-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxy-5-phenyl-1-pentenyl]-cyclopentyl]hept-5-enamide 

Relevant articles and documents

Preparation method of bemeprost

The invention discloses a preparation method of bemeprost, which comprises the following steps: (1) in a first solvent, carrying out oxidation reaction on a compound 1 in an oxidation system to generate a compound 2; (2) in a second solvent, under the action of alkali, mixing the compound 2 with a compound 7 for reaction to generate a compound 3; (3) carrying out reduction reaction on the compound3 in a third solvent under the action of a first reducing agent to generate a compound 4; (4) in a fourth solvent, carrying out reduction reaction on the compound 4 under the action of a second reducing agent to generate a compound 5; and (5) in a fifth solvent, under the action of alkali, carrying out the following reaction on the compound 5 and the compound 8 to generate bemeprost of a compound6. According to the preparation method disclosed by the invention, the operation steps are remarkably simplified, the reaction conditions are mild, and the operation is simple and convenient; raw materials are cheap and easy to obtain, and cost is reduced; the product yield is high, and the method is suitable for industrial production.

Novel method for preparing Prostaglandin derivatives

Provided is a novel method for preparing prostaglandin derivatives. The method is suitable for mass production by effectively manufacturing prostaglandin derivatives with high yield. The method comprises the following steps: (S-1) adding a first reducing agent to a prostaglandin intermediate compound represented by chemical formula II and manufacturing a compound represented by chemical formula III; (S-2) manufacturing a compound represented by chemical formula IV from the compound represented by chemical formula III in the presence of a base; (S-3) adding a second reducing agent to the compound represented by chemical formula IV and manufacturing a compound represented by chemical formula V; and (S-4) performing Wittig reaction of the compound represented by chemical formula V and a compound represented by chemical formula VI, and manufacturing a compound represented by chemical formula I.COPYRIGHT KIPO 2017

NOVEL PROCESSES FOR THE PREPARATION OF PROSTAGLANDIN AMIDES

The subject of the invention is process for the preparation of the prostaglandin amides of the general formula I, where in the formula the bonds marked with dotted lines may be single or double bonds, in the case of double bounds at positions 5,6 and 13,14 they may be in cis or in trans orientation, Q stands for a hydroxyl-group and Z stands for a hydroxyl- or oxo-group, R1 and R2 independently represent hydrogen atom or a straight or branched C1-10 alkyl- or aralkyl- group, optionally substituted with —ONO2 group, or an aralkyl- or aryl- group, which contains heteroatom, R3 represents a straight or branched, saturated or unsaturated C4-6 hydrocarbon group, or a C4-10 alkylcycloalkyl- or cycloalkyl- group, or an optionally with alkyl group or halogen atom substituted phenyl-, C7-10 alkylaryl- or hetaryl- group, Y represents (CH2), group or 0 atom or S atom, and where n=0-3.