2,3,4-tri-O-benzyl-5,6-O-isopropylidene-D-galactose diethyldithioacetal | 212691-14-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,3,4-tri-O-benzyl-5,6-O-isopropylidene-D-galactose diethyldithioacetal
• 英文别名: (4R)-4-[(1S,2S,3R)-4,4-bis(ethylsulfanyl)-1,2,3-tris(phenylmethoxy)butyl]-2,2-dimethyl-1,3-dioxolane
• CAS: 212691-14-0
• 化学式: C₃₄H₄₄O₅S₂
• 分子量: 596.852
• InChiKey: KJVIKGJRTLDTOW-OKDNLZPVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  41
• 可旋转键数：
  17
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  96.8
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2,3,4-tri-O-benzyl-5,6-O-isopropylidene-D-galactose diethyldithioacetal 在 mercury dichloride 、 mercury(II) oxide 作用下， 以 乙腈 为溶剂， 反应 5.0h， 以83%的产率得到2,3,4-tri-O-benzyl-5,6-O-isopropylidene-D-galactose
  参考文献：
  名称：

  Synthesis of an imidazolo-L-lyxo-piperidinose derivative

  摘要：

  Imidazolo-L-lyxo-piperidinose 4 was synthesised from the D-galactose derivative 8 by two reaction sequences via removal of a terminal carbon atom stepwise incorporation of an imidazole moiety, and eventually intramolecular S(N)2 reaction to the corresponding piperidine ring. Piperidinose 4 proved to be a poor glycosidase inhibitor. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00561-4
• 作为产物：
  描述：

  溴甲苯 、 5,6-O-isopropylidene-D-galactose diethyl dithioacetal 在 四丁基碘化铵 、 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 以92%的产率得到2,3,4-tri-O-benzyl-5,6-O-isopropylidene-D-galactose diethyldithioacetal
  参考文献：
  名称：

  Synthesis of an imidazolo-L-lyxo-piperidinose derivative

  摘要：

  Imidazolo-L-lyxo-piperidinose 4 was synthesised from the D-galactose derivative 8 by two reaction sequences via removal of a terminal carbon atom stepwise incorporation of an imidazole moiety, and eventually intramolecular S(N)2 reaction to the corresponding piperidine ring. Piperidinose 4 proved to be a poor glycosidase inhibitor. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00561-4

文献信息

• Synthesis of an imidazolo-L-lyxo-piperidinose derivative
  作者：Andrzej Frankowski、Dariusz Deredas、Jacques Streith、Théophile Tschamber

  DOI：10.1016/s0040-4020(98)00561-4

  日期：1998.7

  Imidazolo-L-lyxo-piperidinose 4 was synthesised from the D-galactose derivative 8 by two reaction sequences via removal of a terminal carbon atom stepwise incorporation of an imidazole moiety, and eventually intramolecular S(N)2 reaction to the corresponding piperidine ring. Piperidinose 4 proved to be a poor glycosidase inhibitor. (C) 1998 Elsevier Science Ltd. All rights reserved.