869476-97-1

Basic information

• Product Name: (3aS,6aS)-2,2-dimethyltetrahydro-4H-cyclopenta[d][1,3]dioxol-4-one
• CAS NO: 869476-97-1
• Molecular Weight: 156.181
• Mol File: 869476-97-1.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (3aS,6aS)-2,2-dimethyltetrahydro-4H-cyclopenta[d][1,3]dioxol-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: (3aS,6aS)-2,2-dimethyltetrahydro-4H-cyclopenta[d][1,3]dioxol-4-one(869476-97-1)
• EPA Substance Registry System: (3aS,6aS)-2,2-dimethyltetrahydro-4H-cyclopenta[d][1,3]dioxol-4-one(869476-97-1)

Safety Data

• Hazardous Substances Data: 869476-97-1(Hazardous Substances Data)

Upstream product

• 104010-72-2 (3aS,6aS)-2,2-dimethyl-3a,6a-dihydro-4H-cyclopenta[d][1,3]dioxol-4-one 
• 125851-01-6 (3aS,6R,6aR)-6-methoxy-2,2-dimethyldihydrofuro[3,4-d][1,3]dioxol-4(3aH)-one 
• 4099-85-8 methyl 2,3-O-isopropylidene-D-ribofuranoside 
• 130980-54-0 (-)-(S)-(cyclopent-2-en-1-yloxy)(1,1-dimethylethyl)dimethylsilane 
• 25484-60-0 (3aR,4S,6aS)-2,2-Dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-ol 
• 1431879-48-9 C₁₄H₂₈O₃Si 
• 1431879-46-7 (+)-3-{[(tert-butyl)dimethylsilyl]oxy}cyclopentane-1,2-diol 
• 67814-68-0 2,3-O-isopropylidene-D-ribofuranose 
• 369647-26-7 (4R,5S)-1-(2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl)-2-propen-1-ol 
• 116669-78-4 (4S,5S)-2,2-dimethyl-5-vinyl-[1,3]dioxolane-4-carbaldehyde 

Downstream Products

• 869477-01-0 [(3aR,4E,5R,6aS)-4-ethylidene-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-5-yl]acetic acid 4-hydroxyphenethyl ester 

Relevant articles and documents

Synthesis of Biologically Active Piperidine Metabolites of Clopidogrel: Determination of Structure and Analyte Development

Clopidogrel is a prodrug anticoagulant with active metabolites that irreversibly inhibit the platelet surface GPCR P2Y12 and thus inhibit platelet activation. However, gaining an understanding of patient response has been limited due to imprecise understanding of metabolite activity and stereochemistry, and a lack of acceptable analytes for quantifying in vivo metabolite formation. Methods for the production of all bioactive metabolites of clopidogrel, their stereochemical assignment, and the development of stable analytes via three conceptually orthogonal routes are disclosed. (Chemical Equation Presented).

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.

Synthesis and assignment of absolute configuration of (-)-oleocanthal: A potent, naturally occurring non-steroidal anti-inflammatory and anti-oxidant agent derived from extra virgin olive oils

(Chemical Equation Presented) Effective total syntheses and the assignment of absolute configurations of both the (+)- and (-)-enantiomers of oleocanthal 1 (a.k.a. deacetoxy ligstroside aglycon), the latter derived from extra virgin olive oils and known to be responsible for the back of the throat irritant properties of olive oils, have been achieved. The absolute and relative stereochemistry of the naturally occurring enantiomer (-)-1 proved to be 3S,4E. Both syntheses begin with D-(-)-ribose, proceed in 12 steps, and are achieved with an overall yield of 7%. Both enantiomers proved to be non-steroidal anti-inflammatory and anti-oxidant agents.