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Volumn 47, Issue 10, 1999, Pages 1464-1472

Isomerization through cleavage and recombination of imidazolide linkage in the condensed tricyclic system related to hypermodified bases of phenylalanine transfer ribonucleic acids

Author keywords

Equilibrium constant; Hydrogen bonding catalysis; Imidazolide methanolysis; Linear free energy relationship; Pyrimidone fission recyclization; tRNA hypermodified base

Indexed keywords

HYDROGEN; IMIDAZOLINE; METHANOL; OXYGEN; PHENYLALANINE; RNA;

EID: 0032753043     PISSN: 00092363     EISSN: None     Source Type: Journal    
DOI: 10.1248/cpb.47.1464     Document Type: Article
Times cited : (6)

References (52)
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    • Treatment of piperonyl alcohol (152 mg, 1 mmol) with boiling MeOH (150 ml) for 3 h in the presence of 10% Pd-C (186 mg) did not afford the methyl ether, but produced piperonal (120 mg, 80%). Accordingly, this procedure appears to be ineffective for benzylation of alcohols.
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    • EtOH nm (ε): 250 (23700), 285 (sh) (7300), 306 (10500).
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    • note
    • 3) δ: 3.99 (3H, s, Me), 5.71 (2H, s, CH2), 7.20 [1H, d, J=1.7 Hz, C(6)-H], 7.50 [2H, m, C(2′)-, C(6′)-H], 7.63 [1H, d, J=1.7 Hz, C(7)-H], 7.83 [1H, s, C(2)-H], 8.22 [2H, m, C(3′)-, C(5′)-H].
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    • 3) δ: 4.01 (3H, s, Me), 6.04 (2H, s, CH2), 7.20 [1H, d, J=1.7 Hz, C(6)-H], 7.48-7.68 [2H, m, C(5′)-, C(6′)-H], 7.63 [1H, d, J= 1.7 Hz, C(7)-H], 7.91 [1H, s,C(2)-H], 8.13-8.23 [1H, m, C(3′)-H].
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    • b) Activation of carbonyl groups by an intramolecular hydroxy group through hydrogen bonding has also been reported for allylation of carbonyl compounds: Yasuda M., Fujibayashi T., Baba A., J. Org. Chem., 63, 6401-6404 (1998); Ito H., Ujita Y., Tateiwa J., Sonoda M., Hosomi A., Chem. Commun., 1998, 2443-2444.
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    • b) Activation of carbonyl groups by an intramolecular hydroxy group through hydrogen bonding has also been reported for allylation of carbonyl compounds: Yasuda M., Fujibayashi T., Baba A., J. Org. Chem., 63, 6401-6404 (1998); Ito H., Ujita Y., Tateiwa J., Sonoda M., Hosomi A., Chem. Commun., 1998, 2443-2444.
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.