1,6-dipalmitoyl-D-mannitol | 80601-28-1

• 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: 1,6-dipalmitoyl-D-mannitol
• 英文别名: [(2R,3R,4R,5R)-6-hexadecanoyloxy-2,3,4,5-tetrahydroxyhexyl] hexadecanoate
• CAS: 80601-28-1
• 化学式: C₃₈H₇₄O₈
• 分子量: 659.001
• InChiKey: INHILAILZOXENF-MYZQXJPJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.2
• 重原子数：
  46
• 可旋转键数：
  37
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  134
• 氢给体数：
  4
• 氢受体数：
  8

文献信息

• Process for preparing 1,2-diacyl-SN-glycerols
  申请人：KSV-Chemicals Oy

  公开号：EP0037582A2

  公开（公告）日：1981-10-14

  The object of the present invention is a novel and simple process forthe production of 1,2-diacyl-sn-glycerols, wherein the acyl groups may be the same or different. According to the invention D-mannitol is reacted with benzene boronic acid or a derivative thereof to form a D-mannitol- monobenzeneboronate which compound is acylated either to form, after removal of the benzeneboronate protective group, a 1,2,5,6-tetraacyl-D-mannitol with four identical acyl groups, or is acylated selectively in two stages, by first acylating the 1,6-hydroxy groups of the boronate protected D-mannitol to form, after removal of the boronate protection, a 1,6-diacyl-D-mannitol, which then is repeatedly reacted with a benzene boronic acid or a derivative thereof and then acylated in the 2-and 5-positions. After removal of the boronate protective group, the tetra-acylated D-mannitol obtained either in the one-stage or two-stage process is split by oxidation to form a 1,2-diacyl-glyceraldehyde which in turn is reduced to the corresponding 1,2-diacyl-sn-glycerol. By means of the invention it is thus possible to prepare 1,2-diacyl-sn-glycerols in which the acyl groups can be the same or different.

  本发明的目的是一种生产 1,2-二乙酰基-sn-甘油的新颖而简单的工艺，其中的酰基可以是相同的，也可以是不同的。根据本发明，D-甘露醇与苯硼酸或其衍生物反应生成 D-甘露醇-单苯硼酸酯，该化合物经酰化后，在除去苯硼酸酯保护基后，形成具有四个相同酰基的 1，2，5，6-四酰基-D-甘露醇、或者选择性地分两个阶段酰化，首先酰化受硼酸酯保护的 D-甘露醇的 1，6-羟基，在去除硼酸酯保护基后形成 1，6-二酰基-D-甘露醇，然后与苯硼酸或其衍生物反复反应，再在 2 和 5 位酰化。除去硼酸保护基后，在一步法或两步法中得到的四酰化 D-甘露醇通过氧化作用分裂成 1,2-二乙酰基甘油醛，再还原成相应的 1,2-二乙酰基-sn-甘油。通过本发明，可以制备出酰基可以相同或不同的 1,2-二乙酰基-sn-甘油。
• US4360694A
  申请人：——

  公开号：US4360694A

  公开（公告）日：1982-11-23