acetyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->4)-(2-acetamido-4,6-di-O-acetyl-2-deoxy-β-D-glucopyranosyl)-(1->3)-(2,4,6-tri-O-acetyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside | 121839-49-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: acetyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->4)-(2-acetamido-4,6-di-O-acetyl-2-deoxy-β-D-glucopyranosyl)-(1->3)-(2,4,6-tri-O-acetyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside
• 英文别名: (2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->4)-(2-acetamido-2-deoxy-3,6-di-O-acetyl-β-D-glucopyranosyl)-(1->3)-(2,4,6-tri-O-acetyl-β-D-galactopyranosyl)-(1->4)-1,2,3,6-tetra-O-acetyl-β-D-glucopyranose；[(2R,3S,4R,5R,6S)-5-acetamido-4-acetyloxy-6-[(2R,3S,4S,5R,6S)-3,5-diacetyloxy-2-(acetyloxymethyl)-6-[(2R,3R,4S,5R,6S)-4,5,6-triacetyloxy-2-(acetyloxymethyl)oxan-3-yl]oxyoxan-4-yl]oxy-3-[(2S,3R,4S,5S,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyoxan-2-yl]methyl acetate
• CAS: 121839-49-4
• 化学式: C₅₂H₇₁NO₃₄
• 分子量: 1254.12
• InChiKey: QCPVHGGKOGKIAW-ZEEHVBFKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.1
• 重原子数：
  87
• 可旋转键数：
  37
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  436
• 氢给体数：
  1
• 氢受体数：
  34

反应信息

• 作为反应物：
  描述：

  acetyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->4)-(2-acetamido-4,6-di-O-acetyl-2-deoxy-β-D-glucopyranosyl)-(1->3)-(2,4,6-tri-O-acetyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-acetyl-α-D-glucopyranoside 、 acetyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->4)-(2-acetamido-4,6-di-O-acetyl-2-deoxy-β-D-glucopyranosyl)-(1->3)-(2,4,6-tri-O-acetyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside 以83%的产率得到
  参考文献：
  名称：

  BOMMER, RENE;SCHMIDT, RICHARD R., LIEBIGS ANN. CHEM.,(1989) N1, C. 1107-1111

  摘要：

  DOI：
• 作为产物：
  描述：

  N-[(2S,3R,4R,5S,6R)-5-[[(4aR,6S,7R,8S,8aS)-2,2-dimethyl-7,8-bis(phenylmethoxy)-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-6-yl]oxy]-2-[[(4aR,6S,7R,8R,8aS)-2,2-dimethyl-7-phenylmethoxy-6-[(2R,3R,4S,5R,6R)-4,5,6-tris(phenylmethoxy)-2-(phenylmethoxymethyl)oxan-3-yl]oxy-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-8-yl]oxy]-4-phenylmethoxy-6-(phenylmethoxymethyl)oxan-3-yl]acetamide 生成 acetyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->4)-(2-acetamido-4,6-di-O-acetyl-2-deoxy-β-D-glucopyranosyl)-(1->3)-(2,4,6-tri-O-acetyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside
  参考文献：
  名称：

  BOMMER, RENE;SCHMIDT, RICHARD R., LIEBIGS ANN. CHEM.,(1989) N1, C. 1107-1111

  摘要：

  DOI：

文献信息

• Synthesis of lacto-N-neotetraose and lacto-N-tetraose using the dimethylmaleoyl group as amino protective group
  作者：Mohamed R.E Aly、El-Sayed I Ibrahim、El-Sayed H El Ashry、Richard R Schmidt

  DOI：10.1016/s0008-6215(99)00051-8

  日期：1999.3

  Similarly, reaction of O-[(2,3,4,6-tetra-O-acetyl-beta- D-galactopyranosyl)-(1-->3)-4,6-O-benzylidene-2-deoxy-2-dimethylmalei mido- alpha,beta-D-glycopyranosyl] trichloroacetimidate as donor with 8 as acceptor afforded the desired tetrasaccharide benzyl (2,3,4,6-tetra-O-acetyl-beta-D- galactopyranosyl)-(1-->3)-(4,6-benzylidene-2-deoxy-2-dimethylmaleimid o- beta-D-glucopyranosyl)-(1-->3)-(2,4,6-tri-O-benz

  3）-（2,4,6-三-O-苄基-β-D-吡喃半乳糖基）-（1→4）-2,3,6-三-O-苄基-β-D-吡喃葡萄糖苷。用乙酰基取代N-二甲基马来酰基，进行O-去苄基化，最后进行O-去乙酰化，得到乳酸-N-新四糖。类似地，O-[（2,3,4,6-四-O-乙酰基-β-D-吡喃半乳糖基）-（1-> 3）-4,6-O-亚苄基-2-脱氧-2 -供体，以8为受体的-二甲基马来酸-mid，-α，β-D-甘露聚糖基]三氯乙酰亚胺酸酯，得到所需的四糖苄基（2,3,4,6-四-O-乙酰基-β-D-吡喃半乳糖基）-（1-- > 3）-（4,6-亚苄基-2-脱氧-2-二甲基马来酰亚胺邻-β-D-吡喃葡萄糖基）-（1-> 3）-（2,4,6-三-O-苄基-β- D-吡喃半乳糖基）-（1→4）-2,3,6-三-O-苄基-β-D-吡喃葡萄糖苷。除去亚苄基，用乙酰基取代N-二甲基马来酰基，然后进行O-乙酰化，得到四糖中间
• Bommer, Rene; Schmidt, Richard R., Liebigs Annalen der Chemie, 1989, p. 1107 - 1112
  作者：Bommer, Rene、Schmidt, Richard R.

  DOI：——

  日期：——