A synthetic precursor
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Isomer(s)
27644Dihydromethysticin
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Corey Lactone Benzoate

Item No. 10007983

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3aR,4S,5R,6aS)-5-(benzoyloxy)hexahydro-4-(hydroxymethyl)-2H-cyclopenta[b]furan-2-one
CAS Number
39746-00-4
Synonyms
  • (-)-Corey Lactone Benzoate
  • (-)-Corey Lactone Benzoate Alcohol
Molecular Formula
C15H16O5
Formula Weight
276.3
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 40.3 mg/mlDMSO: 25.3 mg/mlEthanol: 39.7 mg/mlPBS pH 7.2: 60 µg/ml
SMILES
O=C1C[C@@H]2[C@@H](CO)[C@H](OC(C3=CC=CC=C3)=O)C[C@@H]2O1
InChi Code
InChI=1S/C15H16O5/c16-8-11-10-6-14(17)19-12(10)7-13(11)20-15(18)9-4-2-1-3-5-9/h1-5,10-13,16H,6-8H2/t10-,11-,12+,13-/m1/s1
InChi Key
OBRRYUZUDKVCOO-FVCCEPFGSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    50 mg

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    100 mg

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    250 mg

    $128

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    Product Description

    Corey lactone benzoate is a precursor that has been used in the synthesis of prostaglandins (PGs), as well as the agonist of the PGE2 receptor subtype EP4 rivenprost (Item No. 13618).1,2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Fleming, I., and Winter, S.B.D. Stereocontrol in organic synthesis using silicon-containing compounds. A formal synthesis of prostaglandins controlling the stereochemistry at C-15 using a silyl-to-hydroxy conversion following a stereochemically convergent synthesis of an allylsilane. J. Chem. Soc. Perkin Trans. 1 17, 2687-2700 (1998).

    2. Ohta, C., Kuwabe, S.i., Shiraishi, T., et al. An improved synthesis of the selective EP4 receptor agonist ONO-4819. The Journal of Organic Chemistry 74(21), 8298-8308 (2009).