115794-30-4

Basic information

• Product Name: 1,2-Cyclopentanedicarboxylic acid, 4-oxo-, dimethyl ester, (1S,2S)-
• CAS NO: 115794-30-4
• Molecular Formula: C9H12O5
• Molecular Weight: 200.191
• Mol File: 115794-30-4.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: 1,2-Cyclopentanedicarboxylic acid, 4-oxo-, dimethyl ester, (1S,2S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Cyclopentanedicarboxylic acid, 4-oxo-, dimethyl ester, (1S,2S)-(115794-30-4)
• EPA Substance Registry System: 1,2-Cyclopentanedicarboxylic acid, 4-oxo-, dimethyl ester, (1S,2S)-(115794-30-4)

Safety Data

• Hazardous Substances Data: 115794-30-4(Hazardous Substances Data)

Usage

Stereochemistry

(1S,2S)indicates the specific spatial arrangement of the atoms in the molecule.

Class

Cycloalkane carboxylic acids

Carboxylic Acid Ester

The presence of the ester group (-COOCH3) in the molecule.

Cycloalkane

The presence of a cyclic carbon structure.

Keto Group

The presence of a carbonyl group (C=O) in the 4-position.

Chemical Industry

Used as a building block for the synthesis of various compounds.

Pharmaceutical Industry

Important in drug discovery and development due to its specific stereochemistry.

Agrochemicals

Used in the synthesis of compounds for agricultural applications.

Specialty Chemicals

Employed in the production of specialized chemicals.

Biological Activity

The specific stereochemistry of the compound ensures its biological activity, making it a valuable molecule in the development of pharmaceuticals and other biologically active compounds.

Chirality

The compound is chiral, meaning it has a non-superimposable mirror image (enantiomer). The (1S,2S)designation indicates the specific configuration of the chiral centers in the molecule.

Molecular Weight

Approximately 170.16 g/mol (calculated from the molecular formula)

Solubility

The compound is likely to be soluble in organic solvents such as ethanol, methanol, and acetone, due to its ester functional group. However, solubility in water may be limited.

Upstream product

• 6453-07-2 (+/-)-trans-4-oxo-1,2-cyclopentanedicarboxylic acid bis(methyl ester) 
• 186581-53-3 diazomethane 
• 1703-61-3 racemic trans-cyclopentanone-3,4-dicarboxylic acid 
• 37575-81-8 methyl trans-2-(methoxycarbonyl)-4-methylenecyclopentane-1-carboxylate 
• 16631-27-9 rac-trans-3,4-bis(methoxycarbonyl)hexanedioic acid 
• 16631-27-9 meso-3,4-bis(methoxycarbonyl)hexanedioic acid 
• 67-56-1 methanol 
• 4534-68-3 1,2,3,4-butanetetracarboxylic acid 
• 4373-15-3 1,2,3,4-butanetetracarboxylic acid tetraethyl ester 
• 99837-73-7 4(S),1'(RS),2'(RS)-2,2-dimethyl-4-(2-carbomethoxy-4-methylenecyclopentyl)-1,3-dioxolane 
• 17673-68-6 dimethyl trans-cyclohex-4-ene-1,2-dicarboxylate 
• 92334-74-2 trans(3,4)-3-Hydroxymethyl-4-(1',2'-dihydroxy-ethyl)-cyclopentanol-⁽¹⁾ 
• 104636-81-9 (1S,2S)-2-((R)-2,2-Di-tert-butyl-[1,3,2]dioxasilolan-4-yl)-4-methylene-cyclopentanecarboxylic acid methyl ester 
• 104636-80-8 (E)-3-((S)-2,2-Di-tert-butyl-[1,3,2]dioxasilolan-4-yl)-acrylic acid methyl ester 

Downstream Products

• 35079-19-7 trans-(1R,2R)-1,2-Bis(methoxycarbonyl)-4-oxocyclopentane 
• 115694-82-1 (1S,2S)-2-(methoxycarbonyl)-4-oxocyclopentanecarboxylic acid 
• 138804-29-2 3(S)-trans-3,4-Bis<(benzoyloxy)methyl>cyclopentanone 
• 146144-68-5 trans-(3R,4R)-bis(benzoyloxymethyl)cyclopentanone 
• 1445591-99-0 (1R,2R)-2-(methoxycarbonyl)-4-oxocyclopentanecarboxylic acid 
• 1042695-87-3 methyl (1R,2R,4S)-2-[5-hexen-1-yl(methyl)carbamoyl]-4-[[2-(4-isopropyl-1,3-thiazol-2-yl)-7-methoxy-8-methyl-4-quinolinyl]oxy]cyclopentanecarboxylate 
• 1042695-88-4 C₃₁H₃₉N₃O₅S 
• 1333964-81-0 benzyl methyl (1R,2R,4R)-4-hydroxy-1,2-cyclopentanedicarboxylate 
• 1703-61-3 (1R,2R)-4-oxocyclopentane-1,2-dicarboxylic acid 

Relevant articles and documents

PROCESSES AND INTERMEDIATES FOR PREPARING A MACROCYCLIC PROTEASE INHIBITOR OF HCV

Disclosed is a process for the preparation of certain intermediates, e.g. those in the scheme below: which intermediates and processes are useful in the preparation of the macrocyclic HVC inhibitor Simeprevir.

The Synthesis of Novel Trans-Oxabicyclo[3,3,0]octane Systems as Potential Inhibitors of HIV Protease

The novel trans-3-oxabicyclo[3,3.0]octan-7-one system has been prepared by intramolecular ring closure of the corresponding cyclopentane diol. Peralkylation and benzylidene substitution of the octanone has allowed the preparation of tetra-alkylated potential inhibitors of HIV protease. Weak activity against HIV protease (IC50's 70-100μM) was observed.

SYNTHESIS OF RING-ENLARGED CYCLOBUT-A AND CYCLOBUT-G ANALOGUES AS HIV INHIBITORS. PART 4

Two ring-expanded analogues (compounds 13 and 14) of the anti-HIV agents Cyclobut-A and Cyclobut-G are described.They were synthesized from trans-3,4-bis(hydroxymethyl)cyclobutylamine which was obtained from threo-3,4-bis(methoxycarbonyl)hexane dioic acid.Neither compound (13,14) was able to provide protection to CEM cells against HIV-1-infection.