Acetic acid (S)-2-acetoxy-1-((3aS,4S,6S,7R,7aS)-7-hydroxy-2,2-dimethyl-4-{2-[4-(2,2,2-trifluoro-acetylamino)-phenyl]-ethoxy}-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yl)-ethyl ester | 188434-81-3

• 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: Acetic acid (S)-2-acetoxy-1-((3aS,4S,6S,7R,7aS)-7-hydroxy-2,2-dimethyl-4-{2-[4-(2,2,2-trifluoro-acetylamino)-phenyl]-ethoxy}-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yl)-ethyl ester
• CAS: 188434-81-3
• 化学式: C₂₄H₃₀F₃NO₁₀
• 分子量: 549.498
• InChiKey: ZSQXVSDSPJZJGG-XUDSTZEESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.85
• 重原子数：
  38.0
• 可旋转键数：
  9.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  138.85
• 氢给体数：
  2.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  Acetic acid (S)-2-acetoxy-1-((3aS,4S,6S,7R,7aS)-7-hydroxy-2,2-dimethyl-4-{2-[4-(2,2,2-trifluoro-acetylamino)-phenyl]-ethoxy}-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yl)-ethyl ester 、 hepta-O-benzoyllactosyl bromide 在 2,4,6-三甲基吡啶 、 4 A molecular sieve 、 silver trifluoromethanesulfonate 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 以81%的产率得到2-(4-trifluoroacetamidophenyl)ethyl O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-(1-> 4)-O-(2,3,6-tri-O-benzoyl-β-D-glucopyranosyl)-(1-> 4)-6,7-di-O-acetyl-2,3-O-isopropylidene-L-glycero-α-D-manno-heptopyranoside
  参考文献：
  名称：

  Synthesis of L-glycero-D-manno-heptopyranose-containing oligosaccharide structures found in lipopolysaccharides from Haemophilus influenzae

  摘要：

  Syntheses are described of the tetrasaccharide 2-(4-trifluoroacetamidophenyl)ethyl O-(beta-D-galactopyranosyl)-(1 --> 2)-O-(L-glycero-alpha-D-manno-heptopyranosyl)-(1 --> 2)-O-(L-glycero-alpha-D--manno-heptopyranosyl)-(1 --> 3)-L-glycero-alpha-D-mnnno-heptopyranoside (20) and the three trisaccharides 2-(4-trifluoroacetamidophenyl)ethyl O-(L-glycero-alpha-D-manno-heptopyranosyl)-(1 --> 2)-O-(L-glycero-alpha-D-manno-heptopyranosl)-(1 --> 3)-L-glycero-alpha-D-manno-heptopyranoside(17), 2-(4-trifluoroacetamidophenyl)ethyl O-(beta-D-glucopyranosyl)-(1 --> 4)-O-(beta-D-glucopyranosyl)-(1 --> 4)-L-glycero-alpha-D-manno-heptopyranoside (5), and 2-(4-trifluoroacetamidophenyl)ethyl O-(beta-D-galactopyranosyl)-(1 --> 4)-O-(beta-D-glucopyranosyl)-(1 --> 4)-L-glycero-alpha-D-manno-heptopyranoside (8), corresponding to structures found in the lipooligosaccharides of Haemophilus influenzae. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0008-6215(96)00275-3
• 作为产物：
  描述：

  2-(4-trifluoroacetamidophenyl)ethyl 6,7-di-O-acetyl-L-glycero-α-D-manno-heptopyranoside 、 2,2-二甲氧基丙烷 在 对甲苯磺酸 作用下， 反应 0.42h， 以96%的产率得到Acetic acid (S)-2-acetoxy-1-((3aS,4S,6S,7R,7aS)-7-hydroxy-2,2-dimethyl-4-{2-[4-(2,2,2-trifluoro-acetylamino)-phenyl]-ethoxy}-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yl)-ethyl ester
  参考文献：
  名称：

  Synthesis of L-glycero-D-manno-heptopyranose-containing oligosaccharide structures found in lipopolysaccharides from Haemophilus influenzae

  摘要：

  Syntheses are described of the tetrasaccharide 2-(4-trifluoroacetamidophenyl)ethyl O-(beta-D-galactopyranosyl)-(1 --> 2)-O-(L-glycero-alpha-D-manno-heptopyranosyl)-(1 --> 2)-O-(L-glycero-alpha-D--manno-heptopyranosyl)-(1 --> 3)-L-glycero-alpha-D-mnnno-heptopyranoside (20) and the three trisaccharides 2-(4-trifluoroacetamidophenyl)ethyl O-(L-glycero-alpha-D-manno-heptopyranosyl)-(1 --> 2)-O-(L-glycero-alpha-D-manno-heptopyranosl)-(1 --> 3)-L-glycero-alpha-D-manno-heptopyranoside(17), 2-(4-trifluoroacetamidophenyl)ethyl O-(beta-D-glucopyranosyl)-(1 --> 4)-O-(beta-D-glucopyranosyl)-(1 --> 4)-L-glycero-alpha-D-manno-heptopyranoside (5), and 2-(4-trifluoroacetamidophenyl)ethyl O-(beta-D-galactopyranosyl)-(1 --> 4)-O-(beta-D-glucopyranosyl)-(1 --> 4)-L-glycero-alpha-D-manno-heptopyranoside (8), corresponding to structures found in the lipooligosaccharides of Haemophilus influenzae. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0008-6215(96)00275-3