메뉴 건너뛰기




Volumn 6, Issue 5, 2002, Pages 618-620

Development of a practical, safe, and high-yielding process for the preparation of enantiomerically pure trans-cyclopropane carboxylic acid

Author keywords

[No Author keywords available]

Indexed keywords

CYCLOPROPANECARBOXYLIC ACID DERIVATIVE; EPOXIDE; PHOSPHONOACETIC ACID; REAGENT; SODIUM DERIVATIVE;

EID: 0036747112     PISSN: 10836160     EISSN: None     Source Type: Journal    
DOI: 10.1021/op0202033     Document Type: Article
Times cited : (32)

References (19)
  • 10
    • 0001190792 scopus 로고    scopus 로고
    • Gadamasetti K., Ed.; Dekker: New York
    • c however, these methods were not suitable for scale-up: (a) Senanayake, C. H.; Jacobsen, E. N. In Process Chemistry in the Pharmaceutical Industry; Gadamasetti, K., Ed.; Dekker: New York, 1999; p 347. (b) Palucki, M.; Pospisil, P. J.; Zhang, W.; Jacobsen, E. N. J. Am. Chem. Soc. 1994, 20, 9333. (c) Goswami, A.; Totleben, M. J.; Singh, A. K.; Patel, R. N. Tetrahedron: Asymmetry 1999, 3167. (c) Goswami, A.; Totleben, M. J.; Singh, A. K.; Patel, R. N. Tetrahedron: Asymmetry 1999, 3167.
    • (1999) Process Chemistry in the Pharmaceutical Industry , pp. 347
    • Senanayake, C.H.1    Jacobsen, E.N.2
  • 11
    • 0001580728 scopus 로고
    • c however, these methods were not suitable for scale-up: (a) Senanayake, C. H.; Jacobsen, E. N. In Process Chemistry in the Pharmaceutical Industry; Gadamasetti, K., Ed.; Dekker: New York, 1999; p 347. (b) Palucki, M.; Pospisil, P. J.; Zhang, W.; Jacobsen, E. N. J. Am. Chem. Soc. 1994, 20, 9333. (c) Goswami, A.; Totleben, M. J.; Singh, A. K.; Patel, R. N. Tetrahedron: Asymmetry 1999, 3167. (c) Goswami, A.; Totleben, M. J.; Singh, A. K.; Patel, R. N. Tetrahedron: Asymmetry 1999, 3167.
    • (1994) J. Am. Chem. Soc. , vol.20 , pp. 9333
    • Palucki, M.1    Pospisil, P.J.2    Zhang, W.3    Jacobsen, E.N.4
  • 12
    • 0033551906 scopus 로고    scopus 로고
    • c however, these methods were not suitable for scale-up: (a) Senanayake, C. H.; Jacobsen, E. N. In Process Chemistry in the Pharmaceutical Industry; Gadamasetti, K., Ed.; Dekker: New York, 1999; p 347. (b) Palucki, M.; Pospisil, P. J.; Zhang, W.; Jacobsen, E. N. J. Am. Chem. Soc. 1994, 20, 9333. (c) Goswami, A.; Totleben, M. J.; Singh, A. K.; Patel, R. N. Tetrahedron: Asymmetry 1999, 3167. (c) Goswami, A.; Totleben, M. J.; Singh, A. K.; Patel, R. N. Tetrahedron: Asymmetry 1999, 3167.
    • (1999) Tetrahedron: Asymmetry , pp. 3167
    • Goswami, A.1    Totleben, M.J.2    Singh, A.K.3    Patel, R.N.4
  • 17
    • 0010852484 scopus 로고    scopus 로고
    • note
    • There was no product formation with triethylamine or diisopropylethylamine (DIPEA) in THF at 65°C. About 16% product formed using DIPEA in combination with 1 equiv of LiBr and DIPEA as the reaction solvent at 100 °C.
  • 18
    • 0010844727 scopus 로고    scopus 로고
    • note
    • Although DME is a common solvent, appropriate protective measures must be taken when handling DME due to possible teratogenic (target organ: liver, kidneys) and reproductive hazard effects.
  • 19
    • 0010776446 scopus 로고    scopus 로고
    • note
    • A peroxide inhibitor (BHT) was added to the DME distillate.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.