pent-4-enyl N-acetyl-3,4,6-tri-O-acetyl-2-tert-butoxycarbonylamino-2-deoxy-β-D-glucopyranoside | 932392-75-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子
• 英文名称: pent-4-enyl N-acetyl-3,4,6-tri-O-acetyl-2-tert-butoxycarbonylamino-2-deoxy-β-D-glucopyranoside
• CAS: 932392-75-1
• 化学式: C₂₄H₃₇NO₁₁
• 分子量: 515.558
• InChiKey: RAPMCWAGNLFSLP-ZGJYDULXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.27
• 重原子数：
  36.0
• 可旋转键数：
  10.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  143.97
• 氢给体数：
  0.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  pent-4-enyl N-acetyl-3,4,6-tri-O-acetyl-2-tert-butoxycarbonylamino-2-deoxy-β-D-glucopyranoside 、 乙酸酐 在 sodium 、 吡啶 作用下， 以 甲醇 为溶剂， 反应 6.0h， 以88%的产率得到pent-4-enyl 3,4,6-tri-O-acetyl-2-tert-butoxycarbonylamino-2-deoxy-β-D-glucopyranoside
  参考文献：
  名称：

  Syntheses of l-glucosamine donors for 1,2-trans-glycosylation reactions

  摘要：

  Two new L-glucosarnine donors, that is pent-4-enyl 3,4,6-tri-O-acetyl-2-allyloxycarbonylamino-2-deoxy-beta-L-glucopyranoside 16 and ethyl 3,4,6-tri-O-acetyl-2-allyloxycarbonylamino-2-deoxy-l-thio-beta-L-glucopyranoside 21 were prepared in 12 steps from L-arabinose. The reaction pathway uses 3,4,6-tri-O-acetyl-L-glucal 5, and then 3,4,6-tri-O-acetyl-2-deoxy-2-iodO-alpha-L-mannopyranosyl azide 8 as intermediates. The latter, together with donors 16 and 21, were used for preparing L-glucosamine neoglycolipids. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2006.12.011
• 作为产物：
  描述：

  4-戊烯-1-醇 在 4-二甲氨基吡啶 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 生成 pent-4-enyl N-acetyl-3,4,6-tri-O-acetyl-2-tert-butoxycarbonylamino-2-deoxy-β-D-glucopyranoside
  参考文献：
  名称：

  Syntheses of l-glucosamine donors for 1,2-trans-glycosylation reactions

  摘要：

  Two new L-glucosarnine donors, that is pent-4-enyl 3,4,6-tri-O-acetyl-2-allyloxycarbonylamino-2-deoxy-beta-L-glucopyranoside 16 and ethyl 3,4,6-tri-O-acetyl-2-allyloxycarbonylamino-2-deoxy-l-thio-beta-L-glucopyranoside 21 were prepared in 12 steps from L-arabinose. The reaction pathway uses 3,4,6-tri-O-acetyl-L-glucal 5, and then 3,4,6-tri-O-acetyl-2-deoxy-2-iodO-alpha-L-mannopyranosyl azide 8 as intermediates. The latter, together with donors 16 and 21, were used for preparing L-glucosamine neoglycolipids. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2006.12.011