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Volumn 8, Issue 4, 2004, Pages 587-592

Alternate synthesis of a β-3 adrenergic receptor agonist

Author keywords

[No Author keywords available]

Indexed keywords

[4 [2 [2 (6 AMINOPYRIDIN 3 YL) 2 HYDROXYETHYLAMINO]ETHOXY]PHENYL]ACETIC ACID; BETA 3 ADRENERGIC RECEPTOR STIMULATING AGENT; UNCLASSIFIED DRUG;

EID: 4243061713     PISSN: 10836160     EISSN: None     Source Type: Journal    
DOI: 10.1021/op0499775     Document Type: Article
Times cited : (12)

References (22)
  • 2
    • 4243134171 scopus 로고    scopus 로고
    • PCT Int. Appl. WO 99/32475, July 1, 1999
    • After the completion of this work, a similar approach to compound 10 was published in the patent literature: Ladouceur, G. H.; Connell, R. D.; Baryza, J.; Campbell, A.; Lease, T. G.; Cook, J. H. PCT Int. Appl. WO 99/32475, July 1, 1999.
    • Ladouceur, G.H.1    Connell, R.D.2    Baryza, J.3    Campbell, A.4    Lease, T.G.5    Cook, J.H.6
  • 4
    • 4243102131 scopus 로고    scopus 로고
    • note
    • Acylations in THF showed addition of the acyl group on multiple positions of the pyridine ring as well as significant proton quenching.
  • 8
    • 4243117908 scopus 로고    scopus 로고
    • note
    • (b) Methyl or methoxy-CBS-oxazaborolidine ligands provided 2-42% ee.
  • 9
    • 4243143258 scopus 로고    scopus 로고
    • Aldrich Chemical Co.
    • Aldrich Chemical Co.
  • 12
    • 0030959439 scopus 로고    scopus 로고
    • This material is available in bulk quantities from Callery Chemical Co. It is produced from the more readily avilable 80% ee pinene. An economic method of preparation has been described from the Merck laboratories: Zhao, M; King, A. O.; Larsen, R. D.; Verhoeven, T. R.; Reider, P. J. Tetrahedron Lett., 1997, 38, 2641-2644.
    • (1997) Tetrahedron Lett. , vol.38 , pp. 2641-2644
    • Zhao, M.1    King, A.O.2    Larsen, R.D.3    Verhoeven, T.R.4    Reider, P.J.5
  • 15
    • 4243106590 scopus 로고    scopus 로고
    • note
    • First crop: 41% recovery, 97.2% ee; second crop: 29% recovery, 92% ee.
  • 18
    • 4243093168 scopus 로고    scopus 로고
    • Stereoselective Microbial Reduction for the Preparation of 1-(4-Fluorophenyl)-3(R)-[3(S)-hydroxy-3-(4-fluorophenyl)-propyl]-4(S) -(4-hydroxyphenyl)-2-azetidinone. U.S. Patent 6,133,001, 2000
    • Homann, M. J.; Previte, E. Stereoselective Microbial Reduction for the Preparation of 1-(4-Fluorophenyl)-3(R)-[3(S)-hydroxy-3-(4-fluorophenyl)-propyl)] -4(S)-(4-hydroxyphenyl)-2-azetidinone. U.S. Patent 6,133,001, 2000.
    • Homann, M.J.1    Previte, E.2
  • 21
    • 4243056489 scopus 로고    scopus 로고
    • note
    • 1 has high solubility in both basic and acidic aqueous media but can be recovered with reasonable efficiency near neutral pH as the zwitterion.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.