3-tridecylhexadecanol | 180476-38-4

• 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-tridecylhexadecanol
• 英文别名: 3-Tridecylhexadecan-1-ol
• CAS: 180476-38-4
• 化学式: C₂₉H₆₀O
• 分子量: 424.795
• InChiKey: GVLCFSROMKBJDN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.2
• 重原子数：
  30
• 可旋转键数：
  26
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-tridecylhexadecanol 在 4 A molecular sieve 、 三氟化硼乙醚 、 水 、 sodium methylate 作用下， 以 甲醇 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：

  3-十三烷基十六酸 在 lithium aluminium tetrahydride 、 硫酸 作用下， 以 乙醚 为溶剂， 生成 3-tridecylhexadecanol
  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

文献信息

• Synthesis of sialyl lewis x pentasaccharide analogue for high-throughput screening of selectin blockers
  作者：T Kiyoi

  DOI：10.1016/s0968-0896(98)00003-0

  日期：1998.5

  We have developed an effective synthesis of sLe(x) pentasaccharide glycolipid analogue 2. As a part of application of sLe(x) pentasaccharide glycolipid 2 synthesized here, we have investigated the construction of a high-throughput screening system for discovery of selectin blockers. As a result, it was found that compound 2 was a useful ligand for in vitro ELISA assay and could be an important material for high-throughput screening of selectin blockers. (C) 1998 Elsevier Science Ltd. All rights reserved.