3-Tridecylhexadecanoic Acid Methyl Ester | 180476-37-3

• 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: 3-Tridecylhexadecanoic Acid Methyl Ester
• 英文别名: methyl 3-tridecylhexadecanoate
• CAS: 180476-37-3
• 化学式: C₃₀H₆₀O₂
• 分子量: 452.805
• InChiKey: GEKBQTABKHPZPZ-UHFFFAOYSA-N

物化性质

• 沸点：
  478.6±13.0 °C(Predicted)
• 密度：
  0.858±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  14.4
• 重原子数：
  32
• 可旋转键数：
  27
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.97
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-Tridecylhexadecanoic Acid Methyl Ester 在 lithium aluminium tetrahydride 、 4 A molecular sieve 、 三氟化硼乙醚 、 水 、 sodium methylate 作用下， 以 甲醇 、 乙醚 为溶剂， 反应 9.0h， 生成
  参考文献：
  名称：

  Synthetic Studies on Sialoglycoconjugates 88: Synthesis of Ganglioside GM₃and GM₄Analogs Containing 2- OR 3-Branched Fatty-Alkyl Residues in Place of Ceramide

  摘要：

  Each of four ganglioside GM(4) and GM(3) analogues containing 2- or 3-branched fatty alkyl residues in place of ceramide have been synthesized. Coupling of O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-alpha-D-galacto-2-nonulopyranosylonate)-(2-->3) -2,4,6-tri-O-benzoyl-alpha-D-galactopyranosyl trichloroacetimidate (13) or O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-alpha-D-galacto-2- nonulopyranosylonate)-(2-->3)-O-(2,4-di-O-acetyl-6-O-benzoyl-beta-D-galactopyranosyl)-(1-->4)-3 -O-acetyl-2,4-di-O-benzoyl-alpha-D-glucopyranosyl trichloroacetimidate (14) with 2- or 3-branched fatty-alkyl-1-ols (9-12), prepared from the corresponding branched fatty acids by methyl esterification and reduction, using BF3 . OEt(2) gave the corresponding ganglioside analogues (15, 17, 19, 21, 23, 25, 27, 29) in good yields, which were coverted, via O-deacylation and de-esterification, into the tide compounds.

  DOI：

  10.1080/07328309608005679
• 作为产物：
  描述：

  甲醇 、 3-十三烷基十六酸 在 硫酸 作用下， 生成 3-Tridecylhexadecanoic Acid Methyl Ester
  参考文献：
  名称：

  Synthetic Studies on Sialoglycoconjugates 88: Synthesis of Ganglioside GM₃and GM₄Analogs Containing 2- OR 3-Branched Fatty-Alkyl Residues in Place of Ceramide

  摘要：

  Each of four ganglioside GM(4) and GM(3) analogues containing 2- or 3-branched fatty alkyl residues in place of ceramide have been synthesized. Coupling of O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-alpha-D-galacto-2-nonulopyranosylonate)-(2-->3) -2,4,6-tri-O-benzoyl-alpha-D-galactopyranosyl trichloroacetimidate (13) or O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-alpha-D-galacto-2- nonulopyranosylonate)-(2-->3)-O-(2,4-di-O-acetyl-6-O-benzoyl-beta-D-galactopyranosyl)-(1-->4)-3 -O-acetyl-2,4-di-O-benzoyl-alpha-D-glucopyranosyl trichloroacetimidate (14) with 2- or 3-branched fatty-alkyl-1-ols (9-12), prepared from the corresponding branched fatty acids by methyl esterification and reduction, using BF3 . OEt(2) gave the corresponding ganglioside analogues (15, 17, 19, 21, 23, 25, 27, 29) in good yields, which were coverted, via O-deacylation and de-esterification, into the tide compounds.

  DOI：

  10.1080/07328309608005679