595581-64-9

Basic information

• Product Name: (-)-(3AR,6AR)-TETRAHYDRO-2,2-DIMETHYL-4H-CYCLOPENTA-1,3-DIOXOL-4-ONE
• Synonyms: (-)-(3AR,6AR)-TETRAHYDRO-2,2-DIMETHYL-4H-CYCLOPENTA-1,3-DIOXOL-4-ONE;(3aR,6aR)-2,2-dimethyl-hexahydrocyclopenta[d][1,3]dioxol-4-one
• CAS NO: 595581-64-9
• Molecular Formula: C₈H₁₂O₃
• Molecular Weight: 156.18
• Mol File: 595581-64-9.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (-)-(3AR,6AR)-TETRAHYDRO-2,2-DIMETHYL-4H-CYCLOPENTA-1,3-DIOXOL-4-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-(3AR,6AR)-TETRAHYDRO-2,2-DIMETHYL-4H-CYCLOPENTA-1,3-DIOXOL-4-ONE(595581-64-9)
• EPA Substance Registry System: (-)-(3AR,6AR)-TETRAHYDRO-2,2-DIMETHYL-4H-CYCLOPENTA-1,3-DIOXOL-4-ONE(595581-64-9)

Safety Data

• Hazardous Substances Data: 595581-64-9(Hazardous Substances Data)

Usage

General Description

(-)-(3aR,6aR)-Tetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-one, also known as (-)-Carvone, is a natural organic compound found in a variety of essential oils, particularly in caraway seeds and spearmint. It is a cyclic ketone with a characteristic minty odor and is used as a flavoring agent in food and beverages. In addition to its culinary applications, (-)-Carvone also has potential medicinal properties and is being studied for its anti-cancer, antimicrobial, and anti-inflammatory effects. Its molecular structure consists of a cyclic ring and two methyl groups, which contribute to its unique aromatic properties. Overall, (-)-(3aR,6aR)-Tetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-one is a versatile compound with both practical and therapeutic uses.

Upstream product

• 62414-57-7 (1R,3S,4R)-2,2-dimethyltetrahydrocyclopenta[1,3]dioxol-4-ol 
• 115509-13-2 (3aR,6aR)-2,2-Dimethyl-3a,6a-dihydro-cyclopenta[1,3]dioxol-4-one 
• 129263-68-9 ((3aS,4R,6aS)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methanol 
• 951377-84-7 (3aR,6aS)-6-Methoxy-2,2-dimethyl-dihydro-furo[3,4-d][1,3]dioxol-4-one 
• 683276-43-9 (4R,5R)-1-(2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)prop-2-en-1-ol 
• 4099-85-8 methyl 2,3-O-isopropylidene-D-ribofuranoside 
• 155934-55-7 (4R,5R)-2,2-dimethyl-5-vinyl-[1,3]dioxolane-4-carbaldehyde 
• 216015-22-4 (3aS,4R,6aR)-2,2-dimethyl-2H,3aH,4H,6aH-cyclopenta[d][1,3]-dioxol-4-ol 
• 503302-88-3 (1R,4'S,5'R)-1-(2',2'-dimethyl-5'-vinyl[1',3']dioxo-4'-yl)prop-2-en-1-ol 
• 296278-34-7 (3aS,6R,6aS)-2,2-dimethyl-6-vinyltetrahydrofuro[3,4-d][1,3]dioxol-4-ol 
• 595581-70-7 (2S,3S,4R)-1-O-acetyl-2,3-O-isopropylidene-4-vinyl-α-D-erythrofuranose 
• 185622-63-3 (3aS,4S,6R)-2,2-dimethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-ol 

Downstream Products

• 289030-99-5 Oleocanthal 
• 944340-53-8 [(1S,3S,4R)-2-Eth-(E)-ylidene-3,4-dihydroxy-cyclopentyl]-acetic acid 2-(4-hydroxy-phenyl)-ethyl ester 
• 869476-96-0 [(3aS,4E,5S,6aR)-4-ethylidene-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-5-yl]acetic acid 4-hydroxyphenethyl ester 
• 951377-85-8 [(3aS,4E,5S,6aR)-4-ethylidene-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-5-yl]acetic acid 2-[4-(tert-butyldimethylsilyloxy)phenyl]ethyl ester 
• 951377-86-9 [(3aS,4E,5S,6aR)-4-ethylidene-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-5-yl]acetic acid 2-[3,4-bis(tert-butyldimethylsilyloxy)phenyl]ethyl ester 
• 951377-87-0 [(3aS,4E,5S,6aR)-4-ethylidene-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-5-yl]acetic acid phenethyl ester 
• 951377-88-1 [(3aS,4E,5S,6aR)-4-ethylidene-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-5-yl]acetic acid 2-(4-fluorophenyl)ethyl ester 
• 951377-89-2 [(3aS,4E,5S,6aR)-4-ethylidene-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-5-yl]acetic acid 2-[3-(tert-butyldimethylsilyloxy)phenyl]ethyl ester 
• 956964-09-3 C₉H₁₄O₄C₈H₈O 
• 951377-90-5 [(3aS,4E,5S,6aR)-4-ethylidene-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-5-yl]acetic acid 2-[2-(tert-butyldimethylsilyloxy)phenyl]ethyl ester 
• 951377-91-6 [(3aS,4E,5S,6aR)-4-ethylidene-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-5-yl]acetic acid 3-[4-(tert-butyldimethylsilyloxy)phenyl]propyl ester 

Relevant articles and documents

USE OF THE IRRITATING PRINCIPAL OLEOCANTHAL IN OLIVE OIL, AS WELL AS STRUCTURALLY AND FUNCTIONALLY SIMILAR COMPOUNDS

The invention provides oleocanthal analogs and methods of using oleocanthals in various formulations including, food additives; pharmaceuticals; cosmetics; animal repellants; and discovery tools for mammalian irritation receptor genes, gene products, alleles, splice variants, alternate transcripts and the like.

USE OF THE IRRITATING PRINCIPAL OLEOCANTHAL IN OLIVE OIL, AS WELL AS STRUCTURALLY AND FUNCTIONALLY SIMILAR COMPOUNDS

The invention provides methods of synthesizing the purified enantiomers of oleocanthal. The invention further provides methods of using oleocanthals in various formulations including, food additives; pharmaceuticals; cosmetics; animal repellants; and discovery tools for mammalian irritation receptor genes, gene products, alleles, splice variants, alternate transcripts and the like.

The Mitsunobu reaction in preparing 3-deazapurine carbocyclic nucleosides

The coupling reaction of 4-chloro-1H-imidazo[4,5-c]pyridine (6-chloro-3-deazapurine, 3) with several cyclopentyl derivatives under Mitsunubo reaction conditions provides an efficient entry into N-7 and N-9 substituted 3-deazapurine carbocyclic nucleosides