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Beckmann Rearrangement of Erythromycin A 9(E)-Oxime 被引量:1

Beckmann Rearrangement of Erythromycin A 9(E)-Oxime
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摘要 Deoxo 6 deoxy 6,9 epoxy 9,9 a didehydro 9 a aza 9 a homoerythromycin A (1), 9 deoxo 11 deoxy 9,11 epoxy 9,9 a didehydro 9 a aza 9 a homoerythromycin A (2) and 9 a aza 9 a homoerythromycin cyclic lactam (3) were synthesized by the Beckmann rearrangement of erythromycin A 9 (E) oxime (4). The structures of compounds (1), (2) and (3) have been identified by their spectral data. The reaction mechanism was also discussed. The yield of the Beckmann rearrangement of compounds (4) was better than that reported in literatures. Deoxo 6 deoxy 6,9 epoxy 9,9 a didehydro 9 a aza 9 a homoerythromycin A (1), 9 deoxo 11 deoxy 9,11 epoxy 9,9 a didehydro 9 a aza 9 a homoerythromycin A (2) and 9 a aza 9 a homoerythromycin cyclic lactam (3) were synthesized by the Beckmann rearrangement of erythromycin A 9 (E) oxime (4). The structures of compounds (1), (2) and (3) have been identified by their spectral data. The reaction mechanism was also discussed. The yield of the Beckmann rearrangement of compounds (4) was better than that reported in literatures.
出处 《Journal of Beijing Institute of Technology》 EI CAS 2003年第2期186-189,共4页 北京理工大学学报(英文版)
基金 SponsoredbytheStateEconomic&TradeCommission PRC (0 1KB 0 0 9)
关键词 Beckmann rearrangement IDENTIFICATION MECHANISM erythromycin A Beckmann rearrangement identification mechanism erythromycin A
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参考文献3

  • 1Yang B V,Goldsmith M,Rizzi J P.A novel prodect from Beckmann rearrangement of erythromycin A 9 ( E)oxime[].Tetrahedron Letters.1994
  • 2Robert R W,Ronald W R,George A D,et al.Novel transannular rearrangement of azalide iminoethers[].Tetrahedron.1997
  • 3McGuire J M,Bunch R L,Anderson R C,et al.Ilotycin, a new antibiot[].Antibiotics and Chemotherapy.1952

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