39746-00-4

Basic information

• Product Name: (-)-Corey Lactone Benzoate
• Synonyms: 5-(Benzoyloxy)hexahydro-4-(hydroxymethyl)-2H-cyclopenta[b]furan-2-one(3aα,4α,5β,6aα);(-)-5-(BENZOYLOXY)HEXAHYDRO-4-(HYDROXYME)-2H-CYCLOPENTA(B)FURAN-2-ONE, 97%;5-(BENZOYLOXY) HEXAHYDRO-4-(HYDROXYMETHYL)-2H-CYCLOPENTA[B]FURAN-2-ONE;BENZOYL COREY LACTONE;(-)-COREY LACTONE BENZOATE 99%;(-)-COREY LACTONE BENZOATE: (3AR,4S,5R,6AS)-(-)-5-(BENZOYLOXY)-HEXAHYDRO-4(-HYDROXYMETHYL)-2H-CYCLOPENTA[B]FURAN-2-ONE;(-)-6-BETA-HYDROXYMETHYL-7-ALPHA-BENZOYLOXY-CIS-2-OXABICYCLO[3.3.0]OCTAN-3-ONE(COREY''S LACTONE);(1R)-2β-(Hydroxymethyl)-3α-(benzoyloxy)-5α-hydroxycyclopentane-1α-acetic acid 1,5-lactone
• CAS NO: 39746-00-4
• Molecular Formula: C₁₅H₁₆O₅
• Molecular Weight: 276.28
• EINECS: 254-615-6
• Product Categories: Prostaglandins;Latanoprost
• Mol File: 39746-00-4.mol
• Article Data: 9

Chemical Properties

• Melting Point: 116-120 °C
• Boiling Point: 379.19°C (rough estimate)
• Flash Point: 183.3oC
• Appearance: Colorless crystalline powder
• Density: 1.2379 (rough estimate)
• Vapor Pressure: 4.24E-10mmHg at 25°C
• Refractive Index: 1.5000 (estimate)
• Storage Temp.: -20°C
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 14.79±0.10(Predicted)
• CAS DataBase Reference: (-)-Corey Lactone Benzoate(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-Corey Lactone Benzoate(39746-00-4)
• EPA Substance Registry System: (-)-Corey Lactone Benzoate(39746-00-4)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 36/37/39-26
• Hazardous Substances Data: 39746-00-4(Hazardous Substances Data)

Usage

Chemical Properties

Colorless crystalline powder

Uses

(-)-Corey Lactone Benzoate is a corey lactone derivative used in the preparation prostaglandin analogues for use as vasolidator as well as EP4 receptor agonists.

InChI:InChI=1/C15H16O5/c16-8-11-10-6-14(17)19-12(10)7-13(11)20-15(18)9-4-2-1-3-5-9/h1-5,10-13,16H,6-8H2

Upstream product

• 101208-17-7 (3aR,4S,5R,6aS)-5-(benzoyloxy)hexahydro-4-[(triphenylmethoxy)methyl]-2H-cyclopenta[b]furan-2-one 
• 65-85-0 benzoic acid 
• 32233-40-2 (3aR,4S,5R,6aS)-5-hydroxy-4-(hydroxymethyl)hexahydro-2H-cyclopenta[b]furan-2-one 
• 58707-50-9 (3aR,4S,5R,6aS)-4-((tert-butyldimethylsilyloxy)methyl)-5-hydroxyhexahydro-2H-cyclopenta[b]furan-2-one 
• 39746-01-5 (1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one 

Downstream Products

• 136790-75-5 (Z)-7-((1R,2R,3R,5S)-2-(4,4-difluoro-3-hydroxyoctyl)-5-hydroxy-3-(tetrahydro-2H-pyran-2-yloxy)cyclopentyl)hept-5-enoic acid 
• 136790-77-7 (Z)-benzyl 7-((1R,2R,3R,5S)-2-(4,4-difluoro-3-hydroxyoctyl)-5-hydroxy-3-(tetrahydro-2H-pyran-2-yloxy)cyclopentyl)hept-5-enoate 
• 333963-40-9 lubiprostone 
• 1065008-64-1 (3aR,4R,5R,6aS)-5-(benzoyloxy)hexahydro-4-[(1E)-4-methyl-3-oxo-1-octenyl]-2H-cyclopenta[b]furan-2-one 
• 1064596-51-5 (3aR,4R,5R,6aS)-5-(benzoyloxy)hexahydro-4-[(1E,3S)-3-hydroxy-4-methyl-1-octenyl]-2H-cyclopenta[b]furan-2-one 
• 1064596-55-9 (3aR,4R,5R,6aS)-5-(benzoyloxy)hexahydro-4-[(1E,3R)-3-hydroxy-4-methyl-1-octenyl]-2H-cyclopenta[b]furan-2-one 
• 172821-93-1 (3aR,4R,5R,6aS)-4-(hydroxymethyl)-2-oxohexahydro-2H-cyclopenta[b]furan-5-yl benzoate 
• 64927-55-5 (3aR,4R,5R,6aS)-4-(4,4-difluoro-3-oxooctyl)-2-oxohexahydro-2H-cyclopenta[b]furan-5-yl benzoate 

Relevant articles and documents

One-Pot Absolute Stereochemical Identification of Alcohols via Guanidinium Sulfate Crystallization

A novel technique for the absolute stereochemical determination of alcohols has been developed that uses crystallization of guanidinium salts of organosulfates. The simple one-pot, two-step process leverages facile formation of guandinium organosulfate single crystals for the straightforward determination of the absolute stereochemistry of enantiopure alcohols by means of X-ray crystallography. The strong hydrogen bonding network drives the stability of the crystal lattice and allows for a diverse range of organic alcohol substrates to be analyzed.

One-pot method of preparing benzoyl the branch stands lactone (by machine translation)

The present invention discloses a one-pot method for preparing benzoyl the branch stands lactone. At the same in the reaction container, to the branch stands lactone diol as raw materials, adding solvent S1 And triphenyl methyl chloride to primary hydroxyl position of the alkylation reaction, to obtain [...] lactone solvent S [...] hydroxy derivatives1 The reaction system, benzoyl chloride to continue adding hydroxyl position of acylation reaction, and adding solvent S2 , Recrystallization, get the branch stands lactone glycol double-hydroxy derivative; adding solvent S3 And acid solution hydrolysis reaction of the primary hydroxyl group position, make the branch stands lactone crude benzoyl; adding solvent S4 Or/and S5 , Recrystallization, disposable and preparing the corresponding optically active benzoyl the branch stands lactone. The invention avoid each step reaction is repeatedly re-feeding the tedious; adequate reaction, little side reaction, high purity; after treatment is simple, high yield; and the operation is simple, time saving and high efficiency, saving the material, reducing the cost, and is suitable for industrial production. (by machine translation)

PREPARATION OF LUBIPROSTONE

Aspects of the present application relate to process for the preparation of lubiprostone.