Structure elucidation via stereoselective synthesis of the acetate center of 1-azabicyclo[2.2.2]oct-3-yl α-hydroxy-α-(1-iodo-1-propen-3-yl)-α-phenylacetate (IQNP). A high affinity muscarinic imaging agent for SPECT

Journal of Organic Chemistry

Volumn 61, Issue 23, 1996, Pages 8335-8337

  McPherson, Daniel W ^a   Knapp Jr , Furn F ^a  

^a OAK RIDGE NATIONAL LABORATORY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALPHA HYDROXY ALPHA (1 IODO 1 PROPEN 3 YL) ALPHA PHENYLACETIC ACID 1 AZABICYCLO[2.2.2]OCT 3 YL ESTER; BICYCLO COMPOUND; PHENYLACETIC ACID DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHIRALITY; DRUG STRUCTURE; DRUG SYNTHESIS; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; NUCLEAR MAGNETIC RESONANCE; SINGLE PHOTON EMISSION COMPUTER TOMOGRAPHY;

EID: 0029828374     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo961033t     Document Type: Article

References (10)

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3. McPherson, D. W.; Lambert, C. R.; Knapp, F. F., Jr. Eur. J. Nucl. Med. 1994, 21, 1293.
4. Gilter, M. S.; Boulay, S. F.; Sood, V. S.; McPherson, D. W.; Knapp, F. F., Jr.; Zeeberg, B. R.; Reba, R. C. Brain Res. 1995, 687, 71.
5. Meyerhoffer, A. J. Med. Chem. 1972, 15, 994.
6. Inch, T. D.; Green, D. M.; Thompson, P. B. J. J. Pharm. Pharmacol. 1973, 25, 359.
7. Frater, G.; Muller, U.; Gunther, W. Tetrahedron Lett. 1981, 22, 4221.
8. Seebach, D.; Naef, R.; Calderari, G. Tetrahedron 1984, 40, 1313.
9. Ringdahl, B.; Resul, B.; Dahlbom, R. Acta. Pharm. Succ. 1979, 76, 281.
10. The assignment of stereochemistry refers to (R,S)-IQNP, for example, the first stereocenter designation as the quinuclidinyl moiety and the second as the acetate moiety.