(1S,7S,7aS)-7-Hydroxy-7a-hydroxymethyl-1-isopropyl-tetrahydro-pyrrolo[1,2-c]oxazol-5-one | 203934-87-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: (1S,7S,7aS)-7-Hydroxy-7a-hydroxymethyl-1-isopropyl-tetrahydro-pyrrolo[1,2-c]oxazol-5-one
• CAS: 203934-87-6
• 化学式: C₁₀H₁₇NO₄
• 分子量: 215.249
• InChiKey: KWFNJPIAHJGPCJ-HGNGGELXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.68
• 重原子数：
  15.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  70.0
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (1S,7S,7aS)-7-Hydroxy-7a-hydroxymethyl-1-isopropyl-tetrahydro-pyrrolo[1,2-c]oxazol-5-one 在 双(2-氧代-3-恶唑烷基)次磷酰氯 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 (1R,5S)-1-((S)-1-Hydroxy-2-methyl-propyl)-6-oxa-2-aza-bicyclo[3.2.0]heptane-3,7-dione
  参考文献：
  名称：

  The structural requirements for inhibition of proteasome function by the lactacystin-derived ?-lactone and synthetic analogs

  摘要：

  The synthesis of analogs of the lactacystin-derived beta-lactone (2) in which the substituents at C(5), C(7) and C(9) were systematically varied has led to a well defined structure-activity correlation for the highly selective inhibition of the mammalian 20 S proteasome. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)01142-9
• 作为产物：
  描述：

  (S)-3-[(3S,4S,5S)-3-Benzyl-4-(tert-butyl-dimethyl-silanyloxymethyl)-5-isopropyl-oxazolidin-4-yl]-3-hydroxy-propionic acid methyl ester 生成 (1S,7S,7aS)-7-Hydroxy-7a-hydroxymethyl-1-isopropyl-tetrahydro-pyrrolo[1,2-c]oxazol-5-one
  参考文献：
  名称：

  The structural requirements for inhibition of proteasome function by the lactacystin-derived ?-lactone and synthetic analogs

  摘要：

  The synthesis of analogs of the lactacystin-derived beta-lactone (2) in which the substituents at C(5), C(7) and C(9) were systematically varied has led to a well defined structure-activity correlation for the highly selective inhibition of the mammalian 20 S proteasome. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)01142-9