(3R)-7-chloromethyl-8-cyclopropyl-6-hydroxymethyl-5-oxo-2,3-dihydrothiazolo[3,2-a]pyridine-3-carboxylic acid methyl ester | 1404106-17-7

• 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: (3R)-7-chloromethyl-8-cyclopropyl-6-hydroxymethyl-5-oxo-2,3-dihydrothiazolo[3,2-a]pyridine-3-carboxylic acid methyl ester
• CAS: 1404106-17-7
• 化学式: C₁₄H₁₆ClNO₄S
• 分子量: 329.804
• InChiKey: UCLCUQMOAYRQGA-JTQLQIEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.78
• 重原子数：
  21.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  68.53
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (3R)-7-chloromethyl-8-cyclopropyl-6-hydroxymethyl-5-oxo-2,3-dihydrothiazolo[3,2-a]pyridine-3-carboxylic acid methyl ester 在 potassium carbonate 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 、 乙腈 为溶剂， 反应 1.0h， 生成 (3R)-9-benzyl-11-cyclopropyl-5,8-dioxo-2,3,6,10-tetrahydro-[1,3]oxazepino[5,6-d]thiazolo[3,2-a]pyridine-3-carboxylic acid methyl ester
  参考文献：
  名称：

  Directed diversity-oriented synthesis. Ring-fused 5- to 10-membered rings from a common peptidomimetic 2-pyridone precursor

  摘要：

  A variety of ring-fused 2-pyridone-based central fragments were prepared using a strategy inspired by diversity-oriented synthesis. The produced compounds are diverse, yet focused, analogs of biologically active peptidomimetic 2-pyridones. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.08.100
• 作为产物：
  描述：

  (3R)-7-chloromethyl-8-cyclopropyl-6-formyl-5-oxo-2,3-dihydrothiazolo[3,2-a]pyridine-3-carboxylic acid methyl ester 在 sodium tetrahydroborate 作用下， 以 甲醇 、 乙腈 为溶剂， 反应 0.28h， 以79%的产率得到(3R)-7-chloromethyl-8-cyclopropyl-6-hydroxymethyl-5-oxo-2,3-dihydrothiazolo[3,2-a]pyridine-3-carboxylic acid methyl ester
  参考文献：
  名称：

  Directed diversity-oriented synthesis. Ring-fused 5- to 10-membered rings from a common peptidomimetic 2-pyridone precursor

  摘要：

  A variety of ring-fused 2-pyridone-based central fragments were prepared using a strategy inspired by diversity-oriented synthesis. The produced compounds are diverse, yet focused, analogs of biologically active peptidomimetic 2-pyridones. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.08.100