Resumen
2-Hydroxy-4,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one (8), the hitherto undescribed free hemiacetatic aglycone of a benzoxazinoid acetal glucoside naturally occurring in wheat, has been synthesized following two pathways, independently. This cyclic hydroxamic acid methyl ester proved to be very unstable when in solution. This gives rise to the assumption that HDIBOA naturally released from its acetal glucoside is by methoxide elimination a precursor to form a multi-centered electrophile that was recently reported to be the bioactive principle of the benzoxazinoid lead.
| Idioma original | English |
|---|---|
| Páginas (desde-hasta) | 1017-1020 |
| Número de páginas | 4 |
| Publicación | Tetrahedron Letters |
| Volumen | 38 |
| N.º | 6 |
| DOI | |
| Estado | Published - 10 feb 1997 |
Huella dactilar
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry
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Syntheses of 2-Hydroxy-4,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one : A precursor of a bioactive electrophile from Gramineae. / Escobar, Carlos A.; Kluge, Michael; Sicker, Dieter.
En: Tetrahedron Letters, Vol. 38, N.º 6, 10.02.1997, p. 1017-1020.Resultado de la investigación: Article
TY - JOUR
T1 - Syntheses of 2-Hydroxy-4,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one
T2 - A precursor of a bioactive electrophile from Gramineae
AU - Escobar, Carlos A.
AU - Kluge, Michael
AU - Sicker, Dieter
PY - 1997/2/10
Y1 - 1997/2/10
N2 - 2-Hydroxy-4,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one (8), the hitherto undescribed free hemiacetatic aglycone of a benzoxazinoid acetal glucoside naturally occurring in wheat, has been synthesized following two pathways, independently. This cyclic hydroxamic acid methyl ester proved to be very unstable when in solution. This gives rise to the assumption that HDIBOA naturally released from its acetal glucoside is by methoxide elimination a precursor to form a multi-centered electrophile that was recently reported to be the bioactive principle of the benzoxazinoid lead.
AB - 2-Hydroxy-4,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one (8), the hitherto undescribed free hemiacetatic aglycone of a benzoxazinoid acetal glucoside naturally occurring in wheat, has been synthesized following two pathways, independently. This cyclic hydroxamic acid methyl ester proved to be very unstable when in solution. This gives rise to the assumption that HDIBOA naturally released from its acetal glucoside is by methoxide elimination a precursor to form a multi-centered electrophile that was recently reported to be the bioactive principle of the benzoxazinoid lead.
UR - http://www.scopus.com/inward/record.url?scp=0031562086&partnerID=8YFLogxK
U2 - 10.1016/S0040-4039(96)02492-6
DO - 10.1016/S0040-4039(96)02492-6
M3 - Article
AN - SCOPUS:0031562086
VL - 38
SP - 1017
EP - 1020
JO - Tetrahedron Letters
JF - Tetrahedron Letters
SN - 0040-4039
IS - 6
ER -