3,6-anhydro-2-deoxy-4,5-O-isopropylidene-D-glycero-D-allo/altro-heptononitrile | 593286-75-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3,6-anhydro-2-deoxy-4,5-O-isopropylidene-D-glycero-D-allo/altro-heptononitrile
• 英文别名: 2-[(3aR,4R,6aS)-4-(hydroxymethyl)-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-6-yl]acetonitrile
• CAS: 593286-75-0
• 化学式: C₁₀H₁₅NO₄
• 分子量: 213.233
• InChiKey: AVUWFIKYDVAZSM-XWKBEBHTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  71.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3,6-anhydro-2-deoxy-4,5-O-isopropylidene-D-glycero-D-allo/altro-heptononitrile 在 吡啶 、 sodium azide 、 sodium methylate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.17h， 生成 [(3aS,7R,7aR)-7-Hydroxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyridin-(4Z)-ylidene]-acetonitrile
  参考文献：
  名称：

  Synthesis of Highly Functionalized Piperidines via a Tandem Retro‐Michael‐[2 + 3]‐Cycloaddition

  摘要：

  The highly functionalized piperidine 5a was synthesized in only 4 steps starting from ribose using a tandem retro-Michael-[2+3]-cycloaddition process as the key transformation. The versatility of the tandem retro-Michael-[2+3]-cycloaddition was demonstrated by the synthesis of novel piperidines 5b, 5c, 11 and 16.

  DOI：

  10.1081/car-120021703
• 作为产物：
  描述：

  2,3-异亚丙氧基-D-呋喃核糖苷 、 (三苯基膦)乙腈 以 乙腈 为溶剂， 生成 3,6-anhydro-2-deoxy-4,5-O-isopropylidene-D-glycero-D-allo/altro-heptononitrile
  参考文献：
  名称：

  Synthesis of Highly Functionalized Piperidines via a Tandem Retro‐Michael‐[2 + 3]‐Cycloaddition

  摘要：

  The highly functionalized piperidine 5a was synthesized in only 4 steps starting from ribose using a tandem retro-Michael-[2+3]-cycloaddition process as the key transformation. The versatility of the tandem retro-Michael-[2+3]-cycloaddition was demonstrated by the synthesis of novel piperidines 5b, 5c, 11 and 16.

  DOI：

  10.1081/car-120021703

文献信息

• SULFONAMIDE, SULFAMATE, AND SULFAMOTHIOATE DERIVATIVES
  申请人：Wang Zhong

  公开号：US20120077814A1

  公开（公告）日：2012-03-29

  The disclosure provides biologically active compounds of formula (I): and pharmaceutically acceptable salts thereof, compositions containing these compounds, and methods of using these compounds in a variety applications, such as treatment of diseases or disorders associated with E1 type activating enzymes, and with Nedd8 activating enzyme (NAE) in particular.

  该披露提供了化学式(I)的生物活性化合物及其药用盐，含有这些化合物的组合物，以及在各种应用中使用这些化合物的方法，例如用于治疗与E1型激活酶相关的疾病或紊乱，特别是与Nedd8激活酶(NAE)相关的疾病或紊乱。