N-((1R,5R,6R)-5-Hydroxy-2,2-dimethoxy-7-oxa-bicyclo[4.1.0]hept-3-en-3-yl)-acetamide | 211997-73-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N-((1R,5R,6R)-5-Hydroxy-2,2-dimethoxy-7-oxa-bicyclo[4.1.0]hept-3-en-3-yl)-acetamide
• 英文别名: N-[(1R,5R,6R)-5-hydroxy-2,2-dimethoxy-7-oxabicyclo[4.1.0]hept-3-en-3-yl]acetamide
• CAS: 211997-73-8
• 化学式: C₁₀H₁₅NO₅
• 分子量: 229.233
• InChiKey: XCTZZKBLMUBCCM-FTLITQJKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.9
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  80.3
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-((1R,5R,6R)-5-Hydroxy-2,2-dimethoxy-7-oxa-bicyclo[4.1.0]hept-3-en-3-yl)-acetamide 在 Montmorillonite K₁₀ 作用下， 以 二氯甲烷 为溶剂， 以90%的产率得到(+)-LL-C10037α
  参考文献：
  名称：

  Asymmetric synthesis of the mC7N core of the manumycin family: Preparation of (+)-MT 35214 and a formal total synthesis of (−)-alisamycin

  摘要：

  An asymmetric approach to the mC(7)N epoxyquinone central unit of the manumycin antibiotics is described based on the enantioselective (89% ee) chiral phase transfer epoxidation of a substituted cyclohexenone. The chiral epoxide is employed in the first syntheses of the tide compounds in enantiomerically pure form. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)01047-8
• 作为产物：
  描述：

  3-amino-4,4-dimethoxy-5,6-epoxycyclohex-2-en-1-on 在 三乙基硼氢化锂 、 lithium tert-butoxide 作用下， 以 四氢呋喃 为溶剂， 生成 N-((1R,5R,6R)-5-Hydroxy-2,2-dimethoxy-7-oxa-bicyclo[4.1.0]hept-3-en-3-yl)-acetamide
  参考文献：
  名称：

  Asymmetric synthesis of the mC7N core of the manumycin family: Preparation of (+)-MT 35214 and a formal total synthesis of (−)-alisamycin

  摘要：

  An asymmetric approach to the mC(7)N epoxyquinone central unit of the manumycin antibiotics is described based on the enantioselective (89% ee) chiral phase transfer epoxidation of a substituted cyclohexenone. The chiral epoxide is employed in the first syntheses of the tide compounds in enantiomerically pure form. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)01047-8

文献信息

• Asymmetric synthesis of the mC7N core of the manumycin family: Preparation of (+)-MT 35214 and a formal total synthesis of (−)-alisamycin
  作者：Gregor Macdonald、Lilian Alcaraz、Norman J Lewis、Richard J.K Taylor

  DOI：10.1016/s0040-4039(98)01047-8

  日期：1998.7

  An asymmetric approach to the mC(7)N epoxyquinone central unit of the manumycin antibiotics is described based on the enantioselective (89% ee) chiral phase transfer epoxidation of a substituted cyclohexenone. The chiral epoxide is employed in the first syntheses of the tide compounds in enantiomerically pure form. (C) 1998 Elsevier Science Ltd. All rights reserved.