Dipeptides containing D-serine or D-isoserine from the same (R)-aziridine-2-imide by a simple reversal of the synthetic procedure
Dipeptides containing D-serine or D-isoserine from the same (R)-aziridine-2-imide by a simple reversal of the synthetic procedure
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DOI：
10.1016/s0040-4020(99)00989-8
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发表时间：
1999-12-24
期刊：
影响因子：
2.1
通讯作者：
Tolomelli, A
中科院分区：
文献类型：
--
作者：
Cardillo, G;Gentilucci, L;Tolomelli, A
3-未取代的（R）-氮丙啶-2-酰亚胺二肽在酸性条件下扩环，区域和立体选择性地生成恶唑啉-5-酰亚胺，其可水解为含有D-异丝氨酸的二肽。另一方面，容易从相同的（R）-氮丙啶获得的3-未取代的（R）-氮丙啶-2-酯二肽的开环得到含有D-丝氨酸的区域异构体二肽。(C)1999 Elsevier Science Ltd.保留所有权利。
The ring expansion of 3-unsubstituted (R)-aziridine-2-imide-containing dipeptide under acidic conditions gives rise to oxazoline-5-imide regio and stereoselectively, which can be hydrolysed to the dipeptide containing D-isoserine. On the other hand, the ring opening of 3-unsubstituted (R)-aziridine-2-ester dipeptide, easily obtained from the same (R)-aziridine, gives the regioisomeric dipeptide containing D-serine. (C) 1999 Elsevier Science Ltd. All rights reserved.