methyl 8,6-bis[[4-(5-methoxy-5-oxopentyl)-1,3,2-dithiarsinane-2-yl]thio]octanoate | 1600506-14-6

• 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: methyl 8,6-bis[[4-(5-methoxy-5-oxopentyl)-1,3,2-dithiarsinane-2-yl]thio]octanoate
• 英文别名: methyl 6,8-bis[[4-(5-methoxy-5-oxopentyl)-1,3,2-dithiarsinan-2-yl]sulfanyl]octanoate
• CAS: 1600506-14-6
• 化学式: C₂₇H₄₈As₂O₆S₆
• 分子量: 810.914
• InChiKey: ZZJJKJZSFBIIBK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.86
• 重原子数：
  41
• 可旋转键数：
  24
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  231
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  Thioctic acid 在 sodium tetrahydroborate 、 三氯化砷 作用下， 以 乙醇 、 水 为溶剂， 反应 9.0h， 生成 1,2-dithiolane-3-pentanoic acid methyl ester 、 methyl 8,6-bis[[4-(5-methoxy-5-oxopentyl)-1,3,2-dithiarsinane-2-yl]thio]octanoate
  参考文献：
  名称：

  Thiolates of arsenic(III), antimony(III), and bismuth(III) with dl-α-dihydrolipoic acid

  摘要：

  Lipoic acid can be reduced to dihydrolipoic acid free of lipoic acid without using deoxygenated solvents. Dihydrolipoic acid reacted with phenylarsine oxide, As2O3, and AsCl3, SbCl3 but not Sb2O3, and Bi2O3, BiCl3, and Bi(NO3)(3)center dot 5H(2)O in various solvents giving thiolates. When the reactions were done in methanol, the HCl and HNO3 released caused esterification of the -COOH group. The reaction with As(III) compounds was sensitive to dioxygen, leading to production of lipoic acid derivatives as well, arsenite being particularly active for the autoxidation. Physical (H-1 NMR) and chemical [reactivity of >M-Cl and >Bi(NO3)] properties of the adducts are described. The six-membered dihydrolipoic acid complexes reacted with stoichiometric amounts of British Anti-Lewisite releasing the dihydrolipoic acid by forming the corresponding complexes of British Anti-Lewisite.

  DOI：

  10.1007/s00706-014-1186-9