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Volumn 76, Issue 9, 2011, Pages 3113-3121

4-fluoropyrrolidine-2-carbonyl fluorides: Useful synthons and their facile preparation with 4-tert-butyl-2,6-dimethylphenylsulfur trifluoride

Author keywords

[No Author keywords available]

Indexed keywords

4 HYDROXYPROLINES; [CARBONYL; CARBONITRILES; CARBOXAMIDES; DIPEPTIDYL PEPTIDASE; ENANTIOMERICALLY PURE COMPOUNDS; FACILE PREPARATION; HIGH YIELD; MEDICINAL APPLICATIONS; MEDICINAL CHEMISTRY; METHOXY; METHYL ESTERS; STEREOSPECIFIC; SYNTHONS; WEINREB AMIDES;

EID: 79955566466     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo1025783     Document Type: Article
Times cited : (35)

References (51)
  • 20
    • 79955558448 scopus 로고    scopus 로고
    • Jpn. Kokai Tokkyo Koho JP 2008-239543.
    • Fukuda, Y.; Asahina, Y. Jpn. Kokai Tokkyo Koho JP 2008-239543.
    • Fukuda, Y.1    Asahina, Y.2
  • 33
    • 79955554233 scopus 로고    scopus 로고
    • Jpn. Kokai Tokkyo Koho JP 2008 174,509
    • Awano, H.; Ishibashi, H. Jpn. Kokai Tokkyo Koho JP 2008 174,509
    • Awano, H.1    Ishibashi, H.2
  • 34
    • 79955554810 scopus 로고
    • Chem. Abstr. 1008, 149, 200782p.
    • (1008) Chem. Abstr. , vol.149
  • 35
    • 79955564499 scopus 로고    scopus 로고
    • Jpn. Kokai Tokkyo Koho JP 2005 126386.
    • Fukuda, Y.; Asahina, Y. Jpn. Kokai Tokkyo Koho JP 2005 126386.
    • Fukuda, Y.1    Asahina, Y.2
  • 49
    • 79955558231 scopus 로고    scopus 로고
    • note
    • Elemental analysis of nitrogen (N) was conducted separately from carbon (C) and hydrogen (H). The analysis of N gave good agreement with the calculated one, although that of C was not within 0.4%. Thus, the sample was considered pure enough on the basis of the nitrogen analysis.
  • 51
    • 79955567772 scopus 로고    scopus 로고
    • note
    • Chloroacetyl fluoride was prepared in 93% yield by reaction of chloroacetic acid (0.15 mol) with an equimolar amount of Fluolead reagent with no solvent in a fluoropolymer vessel at ice-bath temperature to room temperature for 2 h, followed by addition of powdered KF (0.2 mol) as a HF-trap. The volatile product was collected to a receiver cooled on a liquid nitrogen under vacuum (1∼4 mmHg) at a maximum temperature of 90 °C (oil bath). The liquid product (room temperature) was microfiltered through a small amount of KF to remove any last traces of HF that may have been present.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.