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CAS 510-18-9

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(3S,4S,5R)-3-Acetyl-5-(acetyloxy)dihydro-3,4-dimethyl-2(3H)-furanone

Description:
The chemical substance known as (3S,4S,5R)-3-Acetyl-5-(acetyloxy)dihydro-3,4-dimethyl-2(3H)-furanone, with the CAS number 510-18-9, is a member of the furanone family, characterized by its unique bicyclic structure that includes a furan ring. This compound features multiple functional groups, including acetyl and acetyloxy moieties, which contribute to its reactivity and potential applications in organic synthesis and flavor chemistry. The stereochemistry indicated by the (3S,4S,5R) configuration suggests specific spatial arrangements of the substituents around the chiral centers, which can influence the compound's biological activity and interaction with other molecules. Typically, furanones exhibit interesting properties such as antimicrobial and antioxidant activities, making them of interest in pharmaceuticals and food science. The presence of acetyl groups may enhance its volatility and aroma, potentially making it useful in flavoring agents. Overall, this compound's structural features and functional groups position it as a versatile substance in various chemical applications.
Formula:C10H14O5
InChI:InChI=1S/C10H14O5/c1-5-8(14-7(3)12)15-9(13)10(5,4)6(2)11/h5,8H,1-4H3/t5-,8-,10+/m1/s1
InChI key:InChIKey=OYMZTORLGBISLR-RHFNHBFPSA-N
SMILES:C(C)(=O)[C@]1(C)[C@H](C)[C@H](OC(C)=O)OC1=O
Synonyms:
  • (-)-Acetomycin
  • (3S,4S,5R)-3-Acetyl-5-(acetyloxy)dihydro-3,4-dimethyl-2(3H)-furanone
  • 2(3H)-Furanone, 3-acetyl-5-(acetyloxy)dihydro-3,4-dimethyl-, [3S-(3α,4α,5α)]-
  • 2(3H)-furanone, 3-acetyl-5-(acetyloxy)dihydro-3,4-dimethyl-, (3S,4S,5R)-
  • NSC 350598
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