Über Pterinchemie. 50. Mitteilung [1]. <sup>13</sup>C‐NMR.‐Spektren von 7,8‐Dihydro‐ und 5,6,7,8‐Tetrahydrofolsäure

Frick, Willi; Weber, Rudolf; Viscontini, M.

doi:10.1002/hlca.19740570844

Cited by 27 publications

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“…Several groups of workers have dealt with 13C n. m. r. spectra of natural products related to pterin (812)(232)(233)(234). Because of the low solubility of the neutral species, pterin (812), 6-methylpterin (813), 7-methylpterin (814), lumazine (815), xanthopterine (816), isoxanthopterine (817), and leucopterin (818), were examined in alkaline or acidic solution as their anions and cations, resp.…”

mentioning

confidence: 99%

The Use of Carbon-13 Nuclear Magnetic Resonance Spectroscopy in Natural Products Chemistry

Wehrli

Nishida²

1979

Fortschritte Der Chemie Organischer Naturstoffe / Progress in the Chemistry of Organic Natural Products

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mentioning

confidence: 99%

The Use of Carbon-13 Nuclear Magnetic Resonance Spectroscopy in Natural Products Chemistry

Wehrli

Nishida²

1979

Fortschritte Der Chemie Organischer Naturstoffe / Progress in the Chemistry of Organic Natural Products

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“…H20). Die Verbindung wurde nach [7] und [8] hergestellt: 1 g (3,18 mmol) I1 wurde in I00 ml stickstofffreiem, 5Oproz. Athanol aufgeschlammt.…”

Section: Discussionunclassified

Über Pterinchemie. 69 Mitteilung [1]. Konformationsanalyse von 5,6,7,8‐Tetrahydropteroinsäure und 5,6,7,8‐Tetrahydro‐L‐folsäure

Furrer

Bieri

Viscontini

1978

Helvetica Chimica Acta

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Conformational analysis of 5,6,7,8-tetrahydropteroic acid and 5,6,7,84etrahydro-~-foIic acid SummaryIn the 360-MHz-'H-NMR.-spectrum of (6 R, S)-9,9-dideuterio-5,6,7, S-tetrahydropteroic acid (racemic) (XIII) (AMX-System, Fig. 4) and (6R, S)-9,9-dideuterio-5,6,7,8-tetrahydro-L-folic acid (diastereomeric) (XVI) the Ha-C (6) and Ha-C(7) show a vicinal coupling constant of 6,7 Hz and the Ha-C(6) and He-C(7) one of 3,2 Hz. The first coupling constant provides evidence for an approximate trans-diaxal arrangement of Ha-C(6) and Ha-C(7), and the second for a gauche conformation of Ha-C (6) and He-C (7). The tetrahydropyrazine ring in the racemic 5,6,7,8-tetrahydropteroic acid (111) and in the diastereomeric 5,6,7,8-tetrahydro-Lfolic acid (XVII) exists therefore in a half-chair conformation with a pseudoequatorialposition of the side chain at C(6) (Fig. 5).

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1988

Chemistry of Heterocyclic Compounds: A Series of Monographs

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Über Pterinchemie. 50. Mitteilung [1]. ¹³C‐NMR.‐Spektren von 7,8‐Dihydro‐ und 5,6,7,8‐Tetrahydrofolsäure

Cited by 27 publications

References 13 publications

The Use of Carbon-13 Nuclear Magnetic Resonance Spectroscopy in Natural Products Chemistry

The Use of Carbon-13 Nuclear Magnetic Resonance Spectroscopy in Natural Products Chemistry

Über Pterinchemie. 69 Mitteilung [1]. Konformationsanalyse von 5,6,7,8‐Tetrahydropteroinsäure und 5,6,7,8‐Tetrahydro‐L‐folsäure

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Über Pterinchemie. 50. Mitteilung [1]. 13C‐NMR.‐Spektren von 7,8‐Dihydro‐ und 5,6,7,8‐Tetrahydrofolsäure

Cited by 27 publications

References 13 publications

The Use of Carbon-13 Nuclear Magnetic Resonance Spectroscopy in Natural Products Chemistry

The Use of Carbon-13 Nuclear Magnetic Resonance Spectroscopy in Natural Products Chemistry

Über Pterinchemie. 69 Mitteilung [1]. Konformationsanalyse von 5,6,7,8‐Tetrahydropteroinsäure und 5,6,7,8‐Tetrahydro‐L‐folsäure

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Über Pterinchemie. 50. Mitteilung [1]. ¹³C‐NMR.‐Spektren von 7,8‐Dihydro‐ und 5,6,7,8‐Tetrahydrofolsäure