benzyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->3)-O-<2-acetamido-6-O-(2-cyanopropyl)-2-deoxy-β-D-glucopyranosyl>-(1->6)-2-acetamido-2-deoxy-3,4-O-isopropylidene-α-D-galactopyranoside | 124040-60-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: benzyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->3)-O-<2-acetamido-6-O-(2-cyanopropyl)-2-deoxy-β-D-glucopyranosyl>-(1->6)-2-acetamido-2-deoxy-3,4-O-isopropylidene-α-D-galactopyranoside
• 英文别名: [(2R,3S,4S,5R,6R)-6-[(2R,3R,4R,5S,6R)-2-[[(3aR,4R,6S,7R,7aR)-7-acetamido-2,2-dimethyl-6-phenylmethoxy-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-4-yl]methoxy]-3-acetamido-6-(2-cyanopropan-2-yloxymethyl)-5-hydroxyoxan-4-yl]oxy-3,4,5-triacetyloxyoxan-2-yl]methyl acetate
• CAS: 124040-60-4
• 化学式: C₄₄H₆₁N₃O₂₀
• 分子量: 951.976
• InChiKey: LYBQMCHFSPDFQY-HAJOYASMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.35
• 重原子数：
  67.0
• 可旋转键数：
  18.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  290.49
• 氢给体数：
  3.0
• 氢受体数：
  21.0

反应信息

• 作为反应物：
  描述：

  benzyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->3)-O-<2-acetamido-6-O-(2-cyanopropyl)-2-deoxy-β-D-glucopyranosyl>-(1->6)-2-acetamido-2-deoxy-3,4-O-isopropylidene-α-D-galactopyranoside 生成 N-[(3aR,4R,6S,7R,7aR)-4-[[(2R,3R,4R,5S,6R)-3-acetamido-6-(2-cyanopropan-2-yloxymethyl)-5-hydroxy-4-[(2R,3R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxymethyl]-2,2-dimethyl-6-phenylmethoxy-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-7-yl]acetamide
  参考文献：
  名称：

  THOMAS, REXFORD L.;RUTAN, JAMES F.;ABBAS, SAEED A.;MATTA, KHUSHI L., CARBOHYDR. RES., 189,(1989) C. 21-30

  摘要：

  DOI：
• 作为产物：
  描述：

  N-[(4aR,6R,7R,8R,8aS)-6-[[(3aS,4R,6S,7R,7aR)-7-acetamido-2,2-dimethyl-6-phenylmethoxy-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-4-yl]methoxy]-8-hydroxy-2,2-dimethyl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-7-yl]acetamide 、 2,3,4,6-四乙酰氧基-alpha-D-吡喃糖溴化物 生成 benzyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->3)-O-<2-acetamido-6-O-(2-cyanopropyl)-2-deoxy-β-D-glucopyranosyl>-(1->6)-2-acetamido-2-deoxy-3,4-O-isopropylidene-α-D-galactopyranoside
  参考文献：
  名称：

  THOMAS, REXFORD L.;RUTAN, JAMES F.;ABBAS, SAEED A.;MATTA, KHUSHI L., CARBOHYDR. RES., 189,(1989) C. 21-30

  摘要：

  DOI：

文献信息

• Synthetic mucin fragments. Benzyl O-β-d-galactopyranosyl-(1→3)-O-(2-acetamido-2-deoxy-β-d-glucopyranosyl)-(1→6)-2-acetamido-2-deoxy-α-d-galactopyranoside and O-α-l-fucopyranosyl-(1→3)-O-(2-acetamido-2-deoxy-β-d-glucopyranosyl)-(1→6)-2-acetamido-2-deoxy-d-galactopyranose
  作者：Rexford L. Thomas、James F. Rutan、Saeed A. Abbas、Khushi L. Matta

  DOI：10.1016/0008-6215(89)84083-2

  日期：1989.6

  Abstract Benzyl 2-acetamido-6- O -(2-acetamido-2-deoxy-4,6- O -isopropylidene-β- d -glucopyranosyl)-2-deoxy-3,4- O -isopropylidene-α- d - galactopyranoside ( 2 ) was obtained by acetalation of its parent disaccharide with 2,2-dimethoxypropane in hot N,N -dimethylformamide and in the presence of 4-toluenesulfonic acid. Glycosylation of 2 with 2,3,4,6-tetra- O -acetyl-α- d -galactopyranosyl bromide (catalyzed

  摘要2-乙酰氨基-6-O-（2-乙酰氨基-2-脱氧-4,6-O-异亚丙基-β-d-吡喃葡萄糖基）-2-脱氧-3,4-O-异亚丙基-α-d-在热的N，N-二甲基甲酰胺中，在4-甲苯磺酸存在下，用2，2-二甲氧基丙烷将其母体二糖乙缩醛化，得到吡喃半乳糖苷（2）。用2,3,4,6-四-O-乙酰基-α-d-吡喃半乳糖基溴化物（由氰化汞催化）将2进行糖基化，然后除去保护基，得到标题三糖7。还分离出第二产物，其被鉴定为具有2-氰基丙基的7的衍生物。二缩醛2的糖基化与2,3,4-三-O-苄基-α-l-呋喃果糖基溴化物（在溴化物离子的催化下），然后系统除去保护基，得到标题三糖13。