1-octadecyl <(1-octadecyl 6-deoxy-α-D-gluco-heptopyranosyluronate)-6-deoxy-α-D-gluco-heptopyranosid>uronate | 132627-87-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-octadecyl <(1-octadecyl 6-deoxy-α-D-gluco-heptopyranosyluronate)-6-deoxy-α-D-gluco-heptopyranosid>uronate
• 英文别名: octadecyl <(octadecyl 6-deoxy-α-D-gluco-heptopyranosyluronate) 6-deoxy-α-D-gluco-heptopyranosid>uronate；1-octadecyl [(1-octadecyl 6-deoxy-α-D-gluco-heptopyranosyluronate)-6-deoxy-α-D-gluco-heptopyranosid]uronate；octadecyl 2-[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(2-octadecoxy-2-oxoethyl)oxan-2-yl]oxyoxan-2-yl]acetate
• CAS: 132627-87-3
• 化学式: C₅₀H₉₄O₁₃
• 分子量: 903.289
• InChiKey: ZLYTVZVFMRLDAC-KCNGAROKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.01
• 重原子数：
  63.0
• 可旋转键数：
  40.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.96
• 拓扑面积：
  201.67
• 氢给体数：
  6.0
• 氢受体数：
  13.0

反应信息

• 作为产物：
  描述：

  2-[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(carboxymethyl)oxan-2-yl]oxyoxan-2-yl]acetic acid 在 草酰氯 、 对甲苯磺酸 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 99.58h， 生成 1-octadecyl <(1-octadecyl 6-deoxy-α-D-gluco-heptopyranosyluronate)-6-deoxy-α-D-gluco-heptopyranosid>uronate
  参考文献：
  名称：

  Synthesis of alkyl [(alkyl 6-deoxy-α-d-gluco-heptopyranosyl-uronate) 6-deoxy-α-d-gluco-heptopyranosid]uronates, a novel type of mirror pseudo cord factor

  摘要：

  The 1-octyl, 1-pentadecyl, 1-hexadecyl, 1-heptadecyl, and 1-octadecyl diesters of (6-deoxy-alpha-D-gluco-heptopyranosyluronic acid) 6-deoxy-alpha-D-gluco-heptopyranosiduronic acid, a new homolog of trehalosuronic acid, were prepared by two procedures. One procedure involved conversion of the peracetylated acid into its dichloride, reaction of the latter with the alkanols, and acid-catalyzed deacetylation of the products, whereas the other consisted of reaction of alkyl mesylates with the potassium salt of the unprotected acid.

  DOI：

  10.1016/0008-6215(91)80155-g

文献信息

• Synthesis of mirror coryno cord factors
  作者：Hans H. Baer、Yaping Shen、Xinfu Wu

  DOI：10.1016/0008-6215(93)80100-s

  日期：1993.3

  Abstract A protected bis-heptosiduronic acid, (2,3,4-tri- O -benzyl-6-deoxy-α- d - gluco -heptopyranosyluronic acid) 2,3,4-tri- O -benzyl-6-deoxy-α- d - gluco -heptopyranosiduronic acid, was synthesized by the iron carbonyl method of chain elongation, starting from 2,3,4,2′,3′,4′-hexa- O -benzyl-6,6′-di- O -tosyl-α,α-trehalose. Its dimethyl ester was also prepared by acid-catalyzed methanolysis of

  摘要受保护的双庚二糖醛酸，（2,3,4-三-O-苄基-6-脱氧-α-d-葡萄糖-庚基吡喃葡萄糖醛酸）2,3,4-三-O-苄基-6-脱氧-通过链长的羰基铁方法合成α-d-葡萄糖-庚基吡喃二葡萄糖醛酸，起始于2,3,4,2'，3'，4'-六-O-苄基-6,6'-di-邻甲苯磺酰基-α，α-海藻糖。还通过酸催化的其二酰胺的甲醇水解制备了其二甲酯，该二酰胺先前是通过另一种途径获得的。二酸经（外消旋）（2 RS，3 SR）-和（2 RS，3 RS）-3-O-苄基胭脂基烯醇酯化二酸，通过将合成的3-O-苄基甲基C 32-胭脂烯酸酯还原而获得氢化铝锂，以高收率提供了相应的二酯。产物的氢解脱苄基化导致“镜”冠状帘线因子。
• BAER, HANS H.;BRETON, ROGER L., CARBOHYDR. RES., 209,(1991) C. 181-189
  作者：BAER, HANS H.、BRETON, ROGER L.

  DOI：——

  日期：——