N-(7,9-dichloro-8-oxo-1,4-dioxaspiro[4,4]non-6-en-6-yl)-D-valine methyl ester | 1307825-03-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: N-(7,9-dichloro-8-oxo-1,4-dioxaspiro[4,4]non-6-en-6-yl)-D-valine methyl ester
• 英文别名: N-(7,9-dichloro-8-oxo-1,4-dioxaspiro[4.4]non-6-en-6-yl)-d-valine methyl ester；methyl (2R)-2-[(6,8-dichloro-7-oxo-1,4-dioxaspiro[4.4]non-8-en-9-yl)amino]-3-methylbutanoate
• CAS: 1307825-03-1
• 化学式: C₁₃H₁₇Cl₂NO₅
• 分子量: 338.188
• InChiKey: SZJXSGVZZSSJKF-HNHGDDPOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  73.9
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  D-缬氨酸甲酯盐酸盐 、 2,3,5-Trichloro-4,4-ethylenedioxy-2-cyclopenten-1-one 在 三乙胺 、 potassium hydroxide 作用下， 以 甲醇 为溶剂， 以30%的产率得到N-(7,9-dichloro-8-oxo-1,4-dioxaspiro[4,4]non-6-en-6-yl)-D-valine methyl ester
  参考文献：
  名称：

  New nitrogen- and sulfur-containing derivatives of chlorocyclopentenones

  摘要：

  Reactions of 2,3,5-trichloro-4,4-ethylenedioxy- and 2,3,5-trichloro-5-(1,1-dimethylprop-2-en-1-yl)-4,4-dimethoxycyclopent-2-en-1-ones with amino acids gave products of Ad(N)E substitution at the C-3 atom, the corresponding vinylogous amides. Sodium carbamodithioates generated in situ from amines, carbon disulfide, and sodium hydride in tetrahydrofuran reacted with di- and trichlorocyclopentenones in a similar way. Cyanosilylation of 2,3,5-trichloro-4,4-ethylenedioxyyclopent-2-en-1-one with trimethylsilyl cyanide smoothly occurred in toluene at 25 degrees C in the presence of glycine as catalyst.

  DOI：

  10.1134/s1070428011030067