7-dihydro-10-deoxymethynolide | 872048-02-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酯类和类似物
• 英文名称: 7-dihydro-10-deoxymethynolide
• 英文别名: (3R,4S,5S,7R,9E,11R,12R)-12-ethyl-4,8-dihydroxy-3,5,7,11-tetramethyl-1-oxacyclododec-9-en-2-one
• CAS: 872048-02-7
• 化学式: C₁₇H₃₀O₄
• 分子量: 298.423
• InChiKey: PPXHYKXRWTWXSC-GXMKCHCESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.53
• 重原子数：
  21.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  66.76
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  7-dihydro-10-deoxymethynolide 在 lithium hydroxide 作用下， 以 甲醇 为溶剂， 反应 48.0h， 以51%的产率得到seco-7-dihydro-10-deoxymethynolide
  参考文献：
  名称：

  Macrolactonization to 10-deoxymethynolide catalyzed by the recombinant thioesterase of the picromycin/methymycin polyketide synthase

  摘要：

  The recombinant thioesterase (TE) domain of the picromycin/methymycin synthase (PICS) catalyzes the macrolactonization of 3, the N-acetylcysteamine thioester of seco-10-deoxymethynolide to generate 10-deoxymethynolide (1) with high efficiency. By contrast, 4, the 7-dihydro derivative of seco-thioester 3, undergoes exclusive hydrolysis by PICS TE to seco-acid 5. The recombinant TE domain of 6-deoxyerythronolide B synthase (DEBS TE) shows the same reaction specificity as PICS TE, but with significantly lower activity. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.09.077
• 作为产物：
  描述：

  10-去氧微甘菊内酯 在 sodium tetrahydroborate 、 cerium(III) chloride 作用下， 以 甲醇 为溶剂， 反应 0.17h， 以49%的产率得到7-dihydro-10-deoxymethynolide
  参考文献：
  名称：

  Macrolactonization to 10-deoxymethynolide catalyzed by the recombinant thioesterase of the picromycin/methymycin polyketide synthase

  摘要：

  The recombinant thioesterase (TE) domain of the picromycin/methymycin synthase (PICS) catalyzes the macrolactonization of 3, the N-acetylcysteamine thioester of seco-10-deoxymethynolide to generate 10-deoxymethynolide (1) with high efficiency. By contrast, 4, the 7-dihydro derivative of seco-thioester 3, undergoes exclusive hydrolysis by PICS TE to seco-acid 5. The recombinant TE domain of 6-deoxyerythronolide B synthase (DEBS TE) shows the same reaction specificity as PICS TE, but with significantly lower activity. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.09.077