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Volumn 63, Issue 20, 1998, Pages 6797-6801

Stereoselective synthesis of tilivalline

Author keywords

[No Author keywords available]

Indexed keywords

ANTHRAMYCIN; ANTINEOPLASTIC ANTIBIOTIC; CARSALAM; HEXAMETHYLENEIMINE DERIVATIVE; INDOLE DERIVATIVE; LACTAM DERIVATIVE; PHTHALIC ANHYDRIDE; PROLINE; PYRROLO[2,1 C][1,4]BENZODIAZEPINE DERIVATIVE; TILIVALLINE; UNCLASSIFIED DRUG;

EID: 0032476079     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo972158g     Document Type: Article
Times cited : (28)

References (27)
  • 3
    • 0017642450 scopus 로고
    • For anthramycin antibiotics, see (a) Hurley, L. H. J. Antibiot. 1977, 30, 349.
    • (1977) J. Antibiot. , vol.30 , pp. 349
    • Hurley, L.H.1
  • 15
    • 33847450203 scopus 로고    scopus 로고
    • 3) was obtained in 57% yield. The structure and formation mechanism of this product will appear in a separate paper. (Figure Presented) 13 : R=CO2Et
    • 3) was obtained in 57% yield. The structure and formation mechanism of this product will appear in a separate paper. (Figure Presented) 13 : R=CO2Et
  • 18
    • 33744715743 scopus 로고    scopus 로고
    • note
    • Column (Chiralcol OJ, Daiccl Chem. Ind. Ltd.), 25 ×0.46 (i.d) cm stainless tube packed with cellulose esters coated on silica gel; flow rate, 0.5 mL/min at 20 °C; solvent, 'PrOH-n-hexane (1:1); detector, a UV-detector at 254 nm; rt, 26.4 min. A trace of (-)-enantiomer (<1%) of tilivalline 1, probably due to the impurity of the starting (S)-proline, was detected; rt, 30.9 min. These chromatograms were carefully checked by (±)- and (+Milivallines, prepared from (±)- and (S)-(-)-prolines, respectively.
  • 24
    • 33847488837 scopus 로고    scopus 로고
    • 9 needs the addition of a catalytic amount of ethanol solution containing hydrogen chloride at regular intervals. Reduction of 6a and 6b with sodium borohydride in ethanol and tetrahydrofuran, however, could be also accomplished without addition of acid.
    • 9 needs the addition of a catalytic amount of ethanol solution containing hydrogen chloride at regular intervals. Reduction of 6a and 6b with sodium borohydride in ethanol and tetrahydrofuran, however, could be also accomplished without addition of acid.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.