9-decenyl-2-acetamido-2-deoxy-3-O-(beta-D-galactopyranosyl)-beta-D-galactopyranoside | 126405-38-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 9-decenyl-2-acetamido-2-deoxy-3-O-(beta-D-galactopyranosyl)-beta-D-galactopyranoside
• 英文别名: N-[(2R,3R,4R,5R,6R)-2-dec-9-enoxy-5-hydroxy-6-(hydroxymethyl)-4-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]acetamide
• CAS: 126405-38-7
• 化学式: C₂₄H₄₃NO₁₁
• 分子量: 521.606
• InChiKey: HGNSIGMLPMLEMQ-GRHATEEXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  36
• 可旋转键数：
  15
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  187
• 氢给体数：
  7
• 氢受体数：
  11

文献信息

• Azidochlorination and diazidization of glycals
  申请人：BIOMIRA, INC.

  公开号：EP0340780A2

  公开（公告）日：1989-11-08

  The invention describes a one-pot single step procedure for the azidochlorination or diazidization of glycals, including glycal elements of carbohydrates. Compounds such as 3,4,6-tri-O-benzyl-2-azido-2-deoxy-­alpha-D-galactopyranosyl chloride, and 3,4,6-tri-O-­benzyl-2-azido-2-deoxy-alpha-,beta-D-galactopyranose are prepared from tri-O-benzyl galactal as well as 3,4,6-tri-O-acetyl-2-azido-2-deoxy-D-alpha-­galactopyranosyl chloride and 3,6,-di-O-acetyl-4-O-­[2,3,4,6-tetra-O-acetyl-beta-D-galactopyranosyl]-2-­azido-2-deoxy-alpha-D-glycopyranosyl chloride from their respective O-acetylated glycal derivatives by the addition of azido chloride which is chemically generated in situ. A method using 3,4,6-tri-O-acetyl-­2-azido-2-deoxy-alpha-D-galacto-pyranosyl chloride for the synthesis of antigenic determinants such as the terminal asialo GM₁(beta-D-Gal (1->3)-beta-D-GalNAc-OR) has been demonstrated. The conversion of the subject synthon into 3,4,6-tri-O-acetyl-2-azido-2-deoxy-alpha-­D-galactopyranosyl bromide and 1,3,4,6-tetra-O-acetyl-­2-azido-2-deoxy-alpha-D-galactopyranose is also described. A further method for the synthetic generation of the Tn antigen (alpha-D-GalNAc-O-L-­serine) is also described.

  本发明描述了一种将糖醛（包括碳水化合物中的糖醛元素）进行叠氮氯化或重氮化的一步法程序。由三-O-苄基半乳糖以及 3,4,6-三-O-乙酰基-2-叠氮-2-脱氧-D-alpha-D-吡喃半乳糖酰氯和 3,4,6-三-O-苄基-2-叠氮-2-脱氧-alpha-,beta-D-吡喃半乳糖制备出 3,4,6-三-O-苄基-2-叠氮-2-脱氧-D-alpha-D-吡喃半乳糖等化合物、一种使用 3,4,6-二-O-乙酰基-4-O-[2,3,4,6-四-O-乙酰基-beta-D-吡喃半乳糖基]-2-叠氮-2-脱氧-D-alpha-D-吡喃糖基氯化物的方法，通过添加原位化学生成的叠氮氯化物，从各自的 O-乙酰化甘醛衍生物中制备出这些物质。一种使用 3,4,6-三-O-乙酰基-2-叠氮-2-脱氧-α-D-吡喃半乳糖酰氯合成抗原决定簇（如末端异构体 GM₁（beta-D-Gal (1->3)-beta-D-GalNAc-OR））的方法已经得到证实。此外，还介绍了将上述合成物转化为 3,4,6-O-三乙酰基-2-叠氮-2-脱氧-alpha-D-吡喃半乳糖溴化物和 1,3,4,6-O-四乙酰基-2-叠氮-2-脱氧-alpha-D-吡喃半乳糖的方法。还描述了合成 Tn 抗原（α-D-半乳糖醛酸-O-L-丝氨酸）的另一种方法。
• US4935503A
  申请人：——

  公开号：US4935503A

  公开（公告）日：1990-06-19