| 棒丝氨酸的全合成研究I. 从D-葡萄糖合成3-[3'R, 5'S)-7'-氧代-1'-氮杂-4'-氧杂双环[3.2.0]-庚-3'-基]-3-O-苄基-(2S, 3S)-丝氨酸及其(3'R, 5'R)-差向异构体 |
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| 引用本文： | 张军良,张秋荣,甄济生,张致平.棒丝氨酸的全合成研究I. 从D-葡萄糖合成3-[3'R, 5'S)-7'-氧代-1'-氮杂-4'-氧杂双环[3.2.0]-庚-3'-基]-3-O-苄基-(2S, 3S)-丝氨酸及其(3'R, 5'R)-差向异构体[J].化学学报,1993,51(11):1125-1132. |
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| 作者姓名： | 张军良 张秋荣 甄济生 张致平 |
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| 作者单位： | 北京医科大学药学院有机化学教研室;中国医学科学院医药生物技术研究所 |
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| 摘 要： | 以D-葡萄糖为原料经侧链氨基酸合成, 与β-内酰胺缩合, 唑烷环合和除保护基等反应合成了棒丝氨酸的O-苄基衍生物, 3-3'R, 5'S)-7'-氧代-1'-氮杂-4'-氧杂双环3.2.0]-庚-3'-基]-3-O-苄基-(2S, 3S)-丝氨酸及其(3'R, 5'R)-差向异构体(18)。
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| 关 键 词： | 氨基酸 衍生物 葡萄糖 内酰胺 抗生素 棒丝氨酸 棒霉素 氧青霉烷 |
Studies on the total synthesis of clavaserine. I. synthesis of 3-[3'R, 5'S]-7'-oxo-1'-aza-4'-oxa[3.2.0]hept-3'-yl]-3-O-benzyl-(2S, 3S)-serine and its (3'R, 5'R)-epimer from D-glucose |
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| Abstract: | The O-benzyl derivative of clavaserine 3-(3'R,5'S)-7'-oxo-1'-aza-4'-oxabicyclo3.2.0]hept-3'-yl]-3-O-benzyl-(2S ,3S)-serine (I) and its (3'R,5'R)-epimer were synthesized from D-glucose through reactions including the synthesis of side chain amino acid, the condensation with b-lactam, the formation of oxazolidine ring and the removal of protecting groups. |
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| Keywords: | AMINO ACID DERIVATIVES GLUCOSE LACTAM ANTIBIOTICS |
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