61302-47-4

Usage

Uses

Used in Pharmaceutical Industry:
Cyclopentaneheptanoic acid, 5-(acetyloxy)-2-(hydroxymethyl)-3-[(tetrahydro-2H-pyran-2-yl)oxy]-, methyl ester, (1R,2S,3R,5S)is used as a potential pharmaceutical intermediate for the synthesis of bioactive compounds. Its unique structure and stereochemistry may contribute to the development of new drugs with specific therapeutic targets, potentially offering novel treatments for various diseases.
Used in Organic Synthesis:
In the field of organic synthesis, Cyclopentaneheptanoic acid, 5-(acetyloxy)-2-(hydroxymethyl)-3-[(tetrahydro-2H-pyran-2-yl)oxy]-, methyl ester, (1R,2S,3R,5S)serves as a versatile building block for the creation of more complex organic molecules. Its multiple functional groups and specific stereochemistry allow for a wide range of chemical reactions, enabling the synthesis of diverse compounds with potential applications in various industries.
Used in Chemical Research:
Cyclopentaneheptanoic acid, 5-(acetyloxy)-2-(hydroxymethyl)-3-[(tetrahydro-2H-pyran-2-yl)oxy]-, methyl ester, (1R,2S,3R,5S)is also utilized in chemical research as a model system for studying the effects of stereochemistry on molecular properties and reactivity. Understanding how the (1R,2S,3R,5S) configuration influences the compound's behavior can provide valuable insights into the design of new molecules with tailored properties for specific applications.

Upstream product

• 110-87-2 3,4-dihydro-2H-pyran 
• 58707-50-9 (3aR,4S,5R,6aS)-4-((tert-butyldimethylsilyloxy)methyl)-5-hydroxyhexahydro-2H-cyclopenta[b]furan-2-one 
• 84172-57-6 (Z)-7-[(1R,2S,3R,5S)-2-(t-butyldimethylsilyloxymethyl)-5-hydroxy-3-(2-tetrahydropyranyloxy)cyclopentyl]-5-heptenoic acid 
• 65025-96-9 methyl (5Z)-7-[(1R,2S,3R,5S)-2-({[dimethyl(2-methyl-2-propanyl)silyl]oxy}methyl)-5-hydroxy-3-(tetrahydro-2H-pyran-2-yloxy)cyclopentyl]-5-heptenoate 
• 17814-85-6 (4-carboxybutyl)triphenylphosphonium bromide 
• 108-24-7 acetic anhydride 
• 58707-52-1 (3aR,4S,5R,6aS)-4-({[dimethyl(2-methyl-2-propanyl)silyl]oxy}methyl)-5-(tetrahydro-2H-pyran-2-yloxy)hexahydro-2H-cyclopenta[b]furan-2-ol 
• 74-88-4 methyl iodide 
• 946081-36-3 methyl 7-[(1R,2S,3R,5S)-5-acetoxy-2-(t-butyldimethylsilyloxymethyl)-3-(2-tetrahydropyranyloxy)cyclopentyl]heptanate 
• 197523-79-8 (Z)-7-[(1R,2S,3R,5S)-5-Acetoxy-2-(tert-butyl-dimethyl-silanyloxymethyl)-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-hept-5-enoic acid methyl ester 
• 165876-61-9 (3aR,4S,5R,6aS)-4-((tert-butyldimethylsilyloxy)methyl)-2-oxo hexahydro-2H-cyclopenta[b]furan-5-yl biphenyl-4-carboxylate 
• 65025-95-8 (3aR,4S,5R,6aS)-4-({[dimethyl(2-methyl-2-propanyl)silyl]oxy}methyl)-5-(tetrahydro-2H-pyran-2-yloxy)hexahydro-2H-cyclopenta[b]furan-2-one 
• 31752-99-5 (-)-Corey lactone 5-(4-phenylbenzoate) 
• 62137-77-3 (Z)-7-[(1R,2R,3R,5S)-5-Acetoxy-2-hydroxymethyl-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-hept-5-enoic acid methyl ester 

Downstream Products

• 58682-80-7 misoprostol 
• 1416956-68-7 benzyl 7-[(1R,2R,3R,5S)-2-((6S)-4,4-difluoro-3-hydroxy-6-methyloctyl)-5-hydroxy-3-(tetrahydro-2H-pyran-2-yloxy)cyclopentyl]heptanoate 

Relevant academic research and scientific papers

NOVEL PROSTAGLANDIN DERIVATIVE

The present invention relates to a novel prostaglandin derivative having an alkynyl group on ω-chain, particularly, a novel prostaglandin derivative having a double bond at the 2-position and an alkynyl group on the ω-chain and a medicament containing the compound as an active ingredient. According to the present invention, a compound represented by the formula (1) or a pharmaceutically acceptable salt thereof; wherein each symbol is as defined in the present specification, or a cyclodextrin clathrate compound thereof, and a medicament containing the compound as an active ingredient, particularly, a medicament for the prophylaxis or treatment of a blood flow disorder associated with spinal canal stenosis or chronic arterial occlusion, can be provided.

Method for preparing prostaglandin derivative

Disclosed is a method for preparing a prostaglandin derivative of formula (A): which comprises reacting an aldehyde represented by formula (1): with a 2-oxoalkyl phosphonate in a reaction solvent under the presence of alkali hydroxide as sole base. By carrying out the reaction using an alkali hydroxide as sole base in the reaction system, the desired prostaglandin derivative can be obtained by simple procedures and with high yield.

Prostanoids: Synthesis of enantiomers of 15-deoxy-16-hydroxy-16-methylprostaglandin E1

Four optically pure isomers of methyl 11,16-dihydroxy-16-methyl-9-oxoprost-13-enoate (1a-1d) were synthesized using an approach reverse to the classical Corey procedure, the key intermediates being the easily accessible (-)- and (+)-enantiomers of the Corey lactone, 2a and 2b.

16-METHYLENE-PROSTAGLANDIN COMPOUNDS

A compound of the formula: STR1 wherein A represents a grouping of the formula: STR2 , R1 represents a hydrogen atom or a straight- or branched-chain alkyl group containing from 1 to 6 carbon atoms, R2 represents a hydrogen atom or a straight- or branched-chain alkyl group containing from 1 to 12 carbon atoms, X represents trans-vinylene or ethylene, and the wavy line indicates attachment of the hydroxy radical in α- or β-configuration and cyclodextrin clathrates thereof and, when R2 represents a hydrogen atom, non-toxic salts thereof. These compounds exhibit characteristic prostaglandin activity.

Heterocyclic 15-substituted-ω-pentanorprostoglandins

The 15-substituted-ω-pentanorprostaglandins and various intermediates employed in their preparation. The novel prostaglandins of this invention have been found to have activity profiles comparable to the parent prostaglandins, but exhibit a greater tissue specificity of action.

Synthesis of prostaglandins of the "one"-series

In the synthesis of prostaglandins of the "one" -series an alteration in the conventional reaction sequence avoids side reactions and provides an improved synthesis via a series of novel intermediates. In this improved synthesis the side chain at the 8 position is attached to the five membered ring before the side chain at the 12 position is attached.