(-)-(2S,3R)-3-Acetoxy-2-methyl-2,3-dihydro-4H-pyran-4-one | 80483-18-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: (-)-(2S,3R)-3-Acetoxy-2-methyl-2,3-dihydro-4H-pyran-4-one
• 英文别名: 1,5-anhydro-3-oxo-4-O-acetyl-2,3,6-trideoxy-L-threo-hex-1-enitol；[(2S,3R)-2-methyl-4-oxo-2,3-dihydropyran-3-yl] acetate
• CAS: 80483-18-7
• 化学式: C₈H₁₀O₄
• 分子量: 170.165
• InChiKey: RKADDPYLNFMNRF-YLWLKBPMSA-N

物化性质

• 沸点：
  233.4±29.0 °C(Predicted)
• 密度：
  1.18±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (-)-(2S,3R)-3-Acetoxy-2-methyl-2,3-dihydro-4H-pyran-4-one 生成 [(5R,6S)-5-acetyloxy-2-methoxy-6-methyl-4-oxooxan-3-yl]-chloromercury
  参考文献：
  名称：

  WHISTLER, R. L.

  摘要：

  DOI：
• 作为产物：
  描述：

  (2S,3R)-3-hydroxy-2-methyl-2,3-dihydro-4H-pyran-4-one 生成 (-)-(2S,3R)-3-Acetoxy-2-methyl-2,3-dihydro-4H-pyran-4-one
  参考文献：
  名称：

  WHISTLER, R. L.

  摘要：

  DOI：

文献信息

• Synthesis of daunosamine hydrochloride and intermediates used in its
  申请人：Purdue University

  公开号：US04301276A1

  公开（公告）日：1981-11-17

  A process for synthesizing daunosamine hydrochloride is disclosed. Intermediates useful for synthesizing daunosamine hydrochloride, and processes for preparing such intermediates, are also disclosed.

  公开了一种合成多柔比星盐酸盐的过程。还公开了用于合成多柔比星盐酸盐的中间体以及制备这些中间体的过程。
• Oxidation of Fully Protected Glycals by Hypervalent Iodine Reagents
  作者：Andreas Kirschning

  DOI：10.1021/jo00110a028

  日期：1995.3

  A new application of organoiodine(III) is presented. Fully protected glycals are directly converted into 2,3-dihydro-4H-pyran-4-ones by [hydroxy(tosyloxy)iodo]benzene (PhI(OH)OTs, 1). The detailed study reveals that this conversion is independent of the relative stereochemistry as well as the nature of protection on the pyran ring. 3-O-Silyl groups are most smoothly converted into the keto group giving 2,3-dihydro-4H-pyran-4-ones in yields up to 74%. In contrast, 4,6-di-O-acetyl-3-deoxyglucal (19) affords the rearranged oxidation product 32. Both observations can be reconciled by the proposed mechanism.
• Berkowitz, David B.; Danishefsky, Samuel J.; Schulte, Gayle K., Journal of the American Chemical Society, 1992, vol. 114, # 12, p. 4518 - 4529
  作者：Berkowitz, David B.、Danishefsky, Samuel J.、Schulte, Gayle K.

  DOI：——

  日期：——
• US4301276A
  申请人：——

  公开号：US4301276A

  公开（公告）日：1981-11-17