52535
(−)-Corey lactone, 4-phenylbenzoate alcohol
purum, ≥99.0% (sum of enantiomers, HPLC)
Synonym(s):
(3aα,4α,5β,6aα)-(−)-Hexahydro-4-(hydroxymethyl)-2-oxo-2H-cyclopenta[b]furan-5-yl 1,1′-biphenyl-4-carboxylate, (3aR,4S,5R,6aS)-Hexahydro-4-hydroxymethyl-5-(4-phenylbenzoyloxy)cyclopenta[b]furan-2-one
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About This Item
Empirical Formula (Hill Notation):
C21H20O5
CAS Number:
Molecular Weight:
352.38
UNSPSC Code:
12352000
Beilstein/REAXYS Number:
1294692
MDL number:
grade
purum
assay
≥99.0% (sum of enantiomers, HPLC)
optical activity
[α]20/D −88±1°, c = 1% in chloroform
mp
131-132 °C
storage temp.
2-8°C
SMILES string
OC[C@H]1[C@@H](C[C@@H]2OC(=O)C[C@H]12)OC(=O)c3ccc(cc3)-c4ccccc4
InChI
1S/C21H20O5/c22-12-17-16-10-20(23)25-18(16)11-19(17)26-21(24)15-8-6-14(7-9-15)13-4-2-1-3-5-13/h1-9,16-19,22H,10-12H2/t16-,17-,18+,19-/m1/s1
InChI key
SZJVIFMPKWMGSX-AKHDSKFASA-N
Other Notes
Important intermediate in the synthesis of prostaglandins
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New reagents for stereoselective carbonyl reduction. An improved synthetic route to the primary prostaglandins.
E J Corey et al.
Journal of the American Chemical Society, 93(6), 1491-1493 (1971-03-24)
New extensions of the bicyclo[2.2.1]heptane route to prostaglandins.
J S Bindra et al.
Journal of the American Chemical Society, 95(22), 7522-7523 (1973-10-31)