2-acetamido-2-deoxy-L-arabinose N,N'-diphenylformazan | 1316842-57-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-acetamido-2-deoxy-L-arabinose N,N'-diphenylformazan
• CAS: 1316842-57-5
• 化学式: C₁₉H₂₃N₅O₄
• 分子量: 385.423
• InChiKey: XGCJKTIHSNQJHP-KSZLIROESA-N

反应信息

• 作为反应物：
  描述：

  2-acetamido-2-deoxy-L-arabinose N,N'-diphenylformazan 在 三氟乙酸 作用下， 以 乙醇 为溶剂， 以65%的产率得到2-acetamido-2-deoxy-L-arabinono-1,4-lactone
  参考文献：
  名称：

  Transformation of aldose formazans. Novel synthesis of 2-acetamido-2-deoxypentonolactones and a new pent-2-enose formazan

  摘要：

  2-Acetamido-2-deoxypentonolactones were synthesized from per-O-acetylated formazans of D-ribose, D- and L-arabinose, respectively. In dimethyl sulfoxide, a novel spontaneous transformation of the per-O-acetyl-pentose formazans into new 3,4,5-tri-O-acetyl-pent-2-enose formazans has been recognized. Additional examples for the occurrence of the isomerism between pseudo-aromatic chelate and open phenylazo-phenylhydrazone system were demonstrated by (1)H NMR spectroscopy in both the unprotected pentose formazans and 3,4,5-tri-O-acetyl-pent-2-enose formazans. Computational calculations supported higher stability of the ring form. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2011.04.026
• 作为产物：
  描述：

  2,3,4,5-tetra-O-acetyl-L-arabinose N,N'-diphenylformazan 在 氨 、 水 作用下， 以 乙醇 为溶剂， 以74%的产率得到2-acetamido-2-deoxy-L-arabinose N,N'-diphenylformazan
  参考文献：
  名称：

  Transformation of aldose formazans. Novel synthesis of 2-acetamido-2-deoxypentonolactones and a new pent-2-enose formazan

  摘要：

  2-Acetamido-2-deoxypentonolactones were synthesized from per-O-acetylated formazans of D-ribose, D- and L-arabinose, respectively. In dimethyl sulfoxide, a novel spontaneous transformation of the per-O-acetyl-pentose formazans into new 3,4,5-tri-O-acetyl-pent-2-enose formazans has been recognized. Additional examples for the occurrence of the isomerism between pseudo-aromatic chelate and open phenylazo-phenylhydrazone system were demonstrated by (1)H NMR spectroscopy in both the unprotected pentose formazans and 3,4,5-tri-O-acetyl-pent-2-enose formazans. Computational calculations supported higher stability of the ring form. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2011.04.026

文献信息

• Corrigendum to ‘‘Transformation of aldose formazans. Novel synthesis of 2-acetamido-2-deoxypentonolactones and a new pent-2-enose formazan” [Carbohydr. Res. 346 (2011) 1534–1540]
  作者：Virág Zsoldos-Mády、István Pintér、Mária Peredy-Kajtár、András Perczel

  DOI：10.1016/j.carres.2011.09.023

  日期：2011.12