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Volumn 11, Issue 7, 2000, Pages 1449-1453

Synthesis of enantiomerically pure 4-aryl-3,4-dihydropyrimidin-2(1H)-ones via enzymatic resolution: preparation of the antihypertensive agent (R)-SQ 32926

Author keywords

[No Author keywords available]

Indexed keywords

3 AMINOCARBONYL 3,4 DIHYDRO 6 METHYL 4 (3 NITROPHENYL) 2(1H) OXOPYRIMIDINE 5 CARBOXYLIC ACID ISOPROPYL ESTER; 3,4 DIHYDRO 2(1H) PYRIMIDINONE DERIVATIVE; ANTIHYPERTENSIVE AGENT; PYRIMIDINONE DERIVATIVE; SQ 32926; TRIACYLGLYCEROL LIPASE; UNCLASSIFIED DRUG;

EID: 0034073769     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0957-4166(00)00081-1     Document Type: Article
Times cited : (70)

References (26)
  • 1
    • 0027205552 scopus 로고
    • For a review on dihydropyrimidones of this type, see:
    • For a review on dihydropyrimidones of this type, see: Kappe, C. O. Tetrahedron 1993, 49, 6937-6963.
    • (1993) Tetrahedron , vol.49 , pp. 6937-6963
    • Kappe, C.O.1
  • 6
    • 2542493707 scopus 로고    scopus 로고
    • Bruce, M. A.; Pointdexter, G. S.; Johnson, G. PCT Int. Appl. WO 98 33,791; Chem. Abstr. 1998, 129, 148989g.
    • (1998) Chem. Abstr. , vol.129
  • 8
    • 4243817463 scopus 로고    scopus 로고
    • Goldmann, S.; Stoltefuß, J.; Paessens, A.; Graef, E.; Lottmann, S. Ger. Offen. DE 19,817,262; Chem. Abstr. 1999, 131, 286535y.
    • (1999) Chem. Abstr. , vol.131
  • 17
    • 0025760468 scopus 로고
    • In the corresponding DHP series the application of biocatalytic methods in order to obtain enantiomerically pure derivatives is well established: (a)
    • In the corresponding DHP series the application of biocatalytic methods in order to obtain enantiomerically pure derivatives is well established: (a) Holdgrün, X. K.; Sih, C. J. Tetrahedron Lett. 1991, 32, 3465-3468. (b) Hirose, Y.; Kariya, K.; Sasaki, I.; Kurono, Y.; Ebiike, H.; Achiwa, K. Tetrahedron Lett. 1992, 33, 7157-7160. (c) For a recent review, see: Marchalín, S.; Chudík, M.; Mastihuba, V.; Decroix, B. Heterocycles 1998, 48, 1943-1958.
    • (1991) Tetrahedron Lett. , vol.32 , pp. 3465-3468
    • Holdgrün, X.K.1    Sih, C.J.2
  • 18
    • 0026476140 scopus 로고
    • (b)
    • In the corresponding DHP series the application of biocatalytic methods in order to obtain enantiomerically pure derivatives is well established: (a) Holdgrün, X. K.; Sih, C. J. Tetrahedron Lett. 1991, 32, 3465-3468. (b) Hirose, Y.; Kariya, K.; Sasaki, I.; Kurono, Y.; Ebiike, H.; Achiwa, K. Tetrahedron Lett. 1992, 33, 7157-7160. (c) For a recent review, see: Marchalín, S.; Chudík, M.; Mastihuba, V.; Decroix, B. Heterocycles 1998, 48, 1943-1958.
    • (1992) Tetrahedron Lett. , vol.33 , pp. 7157-7160
    • Hirose, Y.1    Kariya, K.2    Sasaki, I.3    Kurono, Y.4    Ebiike, H.5    Achiwa, K.6
  • 19
    • 4644248683 scopus 로고    scopus 로고
    • (c) For a recent review, see:
    • In the corresponding DHP series the application of biocatalytic methods in order to obtain enantiomerically pure derivatives is well established: (a) Holdgrün, X. K.; Sih, C. J. Tetrahedron Lett. 1991, 32, 3465-3468. (b) Hirose, Y.; Kariya, K.; Sasaki, I.; Kurono, Y.; Ebiike, H.; Achiwa, K. Tetrahedron Lett. 1992, 33, 7157-7160. (c) For a recent review, see: Marchalín, S.; Chudík, M.; Mastihuba, V.; Decroix, B. Heterocycles 1998, 48, 1943-1958.
    • (1998) Heterocycles , vol.48 , pp. 1943-1958
    • Marchalín, S.1    Chudík, M.2    Mastihuba, V.3    Decroix, B.4
  • 23
    • 0342512840 scopus 로고    scopus 로고
    • Note
    • f=0.17, 88 mg, 99% yield, 96% ee). This protocol was peformed on a sixfold scale (1.20 g starting material) giving identical results. The amount of lipase can be significantly reduced; however, in this instance the reaction time is increased to ca. 5 d.
  • 25
    • 0342512839 scopus 로고    scopus 로고
    • Note
    • D=-147.4 (c=1, MeOH)).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.