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Volumn 49, Issue 2, 2008, Pages 215-218

From theoretical calculations to the enantioselective synthesis of a 1,3,4-trisubstituted Gly-derived 2-azetidinone

Author keywords

[No Author keywords available]

Indexed keywords

2 AZETIDINONE DERIVATIVE; AMINO ACID DERIVATIVE; BETA LACTAM DERIVATIVE; CHLOROPROPIONYLAMINO ACID DERIVATIVE; GLYCINE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 36849024379     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2007.11.099     Document Type: Article
Times cited : (15)

References (27)
  • 1
    • 3042709445 scopus 로고    scopus 로고
    • For recent reviews and leading papers on bioactive β-lactams, see: and 93-109
    • For recent reviews and leading papers on bioactive β-lactams, see:. Singh G.S. Mini-Rev. Med. Chem. 4 (2004) 69-92 and 93-109
    • (2004) Mini-Rev. Med. Chem. , vol.4 , pp. 69-92
    • Singh, G.S.1
  • 7
    • 36849034419 scopus 로고    scopus 로고
    • Alcaide, B.; Almendros, P.; Aragoncillo, C. Chem. Rev. 2007, doi:10.1021/cr0307300.
  • 20
    • 36849037408 scopus 로고    scopus 로고
    • Frisch, M. J. et al., GAUSSIAN 03, Gaussian: Pittsburgh PA, 2003.
  • 22
    • 36849023913 scopus 로고    scopus 로고
    • note
    • 4: C, 66.86; H, 7.59; N, 4.59. Found: C, 66.78; H, 7.74; N, 4.86.
  • 25
    • 36849068421 scopus 로고    scopus 로고
    • note
    • 5: C, 67.30; H, 6.38; N, 6.82. Found: C, 67.48; H, 6.56; N, 6.69.
  • 26
    • 0025801244 scopus 로고    scopus 로고
    • note
    • In dipeptide derivatives composed by one aliphatic and one aromatic amino acid, the dipeptide with higher retention time in HPLC and a more shielded chemical shift of the β-H aliphatic side-chain protons is assigned as the heterochiral dipeptide: (a) González-Muñiz, R.; Cornille, F.; Bergeron, F.; Ficheux, D.; Pothier, J.; Durieux, C.; Roques, B. P. Int J. Pep. Prot. Res. 1991, 37, 331-340. (b) Fournié-Zaluski, M. C.; Lucas-Soroca, E.; Devin, J.; Roques, B. P. J. Med. Chem. 1986, 29, 751-757.
  • 27
    • 0037204722 scopus 로고    scopus 로고
    • note
    • The validity of the above dipeptide rules has unequivocally been demonstrated for a dipeptide derivative composed by a Phe-derived β-lactam, without the 3-methyl substituent, and l-Ala-OMe: Gerona-Navarro, G.; García-López, M. T.; González-Muñiz, R. J. Org. Chem. 2002, 67, 3953-3956.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.