Acetic acid (2R,3S,4S,5R,6R)-3,5-diacetoxy-2-acetoxymethyl-6-{2-[3-(dodecane-1-sulfinyl)-propionylamino]-3-hydroxy-2-hydroxymethyl-propoxy}-tetrahydro-pyran-4-yl ester | 215536-03-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: Acetic acid (2R,3S,4S,5R,6R)-3,5-diacetoxy-2-acetoxymethyl-6-{2-[3-(dodecane-1-sulfinyl)-propionylamino]-3-hydroxy-2-hydroxymethyl-propoxy}-tetrahydro-pyran-4-yl ester
• CAS: 215536-03-1
• 化学式: C₃₃H₅₇NO₁₄S
• 分子量: 723.88
• InChiKey: MYPJHCTVZMVDGH-NLBOVMHOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.99
• 重原子数：
  49.0
• 可旋转键数：
  25.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  210.29
• 氢给体数：
  3.0
• 氢受体数：
  14.0

反应信息

• 作为反应物：
  描述：

  Acetic acid (2R,3S,4S,5R,6R)-3,5-diacetoxy-2-acetoxymethyl-6-{2-[3-(dodecane-1-sulfinyl)-propionylamino]-3-hydroxy-2-hydroxymethyl-propoxy}-tetrahydro-pyran-4-yl ester 在 sodium methylate 作用下， 以 甲醇 为溶剂， 生成 N-[1,1-Bis-hydroxymethyl-2-((2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-ethyl]-3-(dodecane-1-sulfinyl)-propionamide
  参考文献：
  名称：

  A new class of sulfoxide surfactants derived from Tris. Synthesis and preliminary assessments of their properties

  摘要：

  A new class of non-ionic amphiphilic molecules suitable for biological purposes, especially extraction of membrane proteins, is reported. Such surfactants were prepared in two steps : addition of alkyl or fluoroalkyl mercaptan on Tris(hydroxymethyl)acrylamidomethane (THAM) derivatives, followed by the oxydation of sulfide group in sulfoxide moiety in order to provide water solubility to the molecule. The detergent efficiency of these new surfactants were assayed on rat liver cells. (C) 1998 Elsevier Science Ltd. All nights reserved.

  DOI：

  10.1016/s0960-894x(98)00263-7
• 作为产物：
  描述：

  十二硫醇 在 偶氮二异丁腈 、 双氧水 作用下， 以 甲醇 为溶剂， 生成 Acetic acid (2R,3S,4S,5R,6R)-3,5-diacetoxy-2-acetoxymethyl-6-{2-[3-(dodecane-1-sulfinyl)-propionylamino]-3-hydroxy-2-hydroxymethyl-propoxy}-tetrahydro-pyran-4-yl ester
  参考文献：
  名称：

  A new class of sulfoxide surfactants derived from Tris. Synthesis and preliminary assessments of their properties

  摘要：

  A new class of non-ionic amphiphilic molecules suitable for biological purposes, especially extraction of membrane proteins, is reported. Such surfactants were prepared in two steps : addition of alkyl or fluoroalkyl mercaptan on Tris(hydroxymethyl)acrylamidomethane (THAM) derivatives, followed by the oxydation of sulfide group in sulfoxide moiety in order to provide water solubility to the molecule. The detergent efficiency of these new surfactants were assayed on rat liver cells. (C) 1998 Elsevier Science Ltd. All nights reserved.

  DOI：

  10.1016/s0960-894x(98)00263-7