Methyl [phenyl 5-acetamido-8-O-[5-acetamido-8-O-(5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylono-1'',9'-lactone)-4,7-di-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylono-1',9-lactone]-4,7-di... | 160865-43-0

• 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: Methyl [phenyl 5-acetamido-8-O-[5-acetamido-8-O-(5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylono-1'',9'-lactone)-4,7-di-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylono-1',9-lactone]-4,7-di...
• CAS: 160865-43-0
• 化学式: C₅₆H₇₁N₃O₃₀S
• 分子量: 1298.25
• InChiKey: WVNHIKKJXIDBOM-BLFCLWGZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.11
• 重原子数：
  90.0
• 可旋转键数：
  21.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  422.75
• 氢给体数：
  3.0
• 氢受体数：
  31.0

反应信息

• 作为反应物：
  描述：

  2-(trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-(2,6-di-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside 、 Methyl [phenyl 5-acetamido-8-O-[5-acetamido-8-O-(5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylono-1'',9'-lactone)-4,7-di-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylono-1',9-lactone]-4,7-di... 在 N-碘代丁二酰亚胺 、 三氟甲磺酸 、 3 A molecular sieve 作用下， 以 乙腈 为溶剂， 反应 48.0h， 以49%的产率得到2-(Trimethylsilyl)ethyl O-

  参考文献：

  名称：

  Ishida, Hideki; Ishida, Hideharu; Kiso, Makoto, Journal of Carbohydrate Chemistry, 1994, vol. 13, # 5, p. 655 - 664

  摘要：

  DOI：
• 作为产物：
  描述：

  苯硫酚 、 methyl 5-acetamido-8-O-<5-acetamido-8-O-(5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylono-1'',9'-lactone)-4,7-di-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylono-1',9-lactone>-2,4,7-tri-O-acet... 在 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以80%的产率得到Methyl [phenyl 5-acetamido-8-O-[5-acetamido-8-O-(5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylono-1'',9'-lactone)-4,7-di-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylono-1',9-lactone]-4,7-di...
  参考文献：
  名称：

  Ishida, Hideki; Ishida, Hideharu; Kiso, Makoto, Journal of Carbohydrate Chemistry, 1994, vol. 13, # 5, p. 655 - 664

  摘要：

  DOI：

文献信息

• A synthetic approach to the c-series gangliosides containing sialyl-α(2 → 8) sialyl-α(2 → 8)sialic acid: Synthesis of ganglioside GT4, α(2 → 6)GT4 and GT3
  作者：Hiromune Ando、Hideharu Ishida、Makoto Kiso、Akira Hasegawa

  DOI：10.1016/s0008-6215(97)00051-7

  日期：1997.5

  reducting end, O-acetylation and conversion of the anomeric acetoxy group into a phenylthio group. Iodonium-promoted glycosylation of 3 with 2-(trimethylsilyl)ethyl 2,6-di-O-benzyl-beta-D-galactopyranoside (5), 2-(trimethylsilyl)ethyl 3-O-benzyl-beta-D-galactopyranoside (6), 2-(trimethylsilyl)ethyl 2-O-benzoyl-3-O-benzyl-beta-D-galactopyranoside (9), and 2-(trimethylsilyl)ethyl 2, 3-di-O-benzyl-beta-D-galactopyranoside

  三聚唾液酸[Neu5Acα（2-> 8）Neu5Acα（2-> 8）Neu5Ac，1]含残基的神经节苷脂，GT4，α（2-> 6）GT4和GT3已合成用于第一次。甲基[苯基] 5-乙酰氨基-8-O- [5-乙酰氨基-8-O-（5-乙酰氨基-4、7、8、9-四-O-乙酰基-3、5-二脱氧-D-甘油alpha-D-galacto-2-nonulopyranosylono-1“，9'-lactone）-4,7-di-O-acetyl-3,5-dideoxy-D-glycero-alpha-D-galacto-2-nonulopyranosylono-1通过内酯化由1制备1，9-内酯] -4，7-二-O-乙酰基-3,5-二脱氧-2-硫代-D-甘油-D-半乳糖-2-壬基吡喃糖苷（3）。 ，在还原端羧基的甲基酯化，O-乙酰化和异头乙酰氧基转化为苯硫基。碘鎓促进3与2-（三甲基甲硅烷基）乙基2,6-二-
• Efficient synthesis of 3′-glycosylated LacNAc-based oligosaccharides
  作者：Yili Ding、Minrou Fukuda、Ole Hindsgaul

  DOI：10.1016/s0960-894x(98)00332-1

  日期：1998.7

  LacNAc-based oligosaccharides, including sialyl-(2 --> 3)-LacNAc, dimeric sialyl-(2 --> 3) -LacNAc, trimeric sialyl-(2 --> 3)-LacNAc, beta-glucuronyl-(1 --> 3)-LacNAc, and 3-sulfo-beta-glucuronyl-(1 --> 3)-LacNAc, were synthesized efficiently from a single protected LacNAc derivative having both OH-3' and 4' unprotected. (C) 1998 Elsevier Science Ltd. All rights reserved.