(2S,5R)-2,6-Bis-tert-butoxycarbonylamino-5-((2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-hexanoic acid | 301302-43-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (2S,5R)-2,6-Bis-tert-butoxycarbonylamino-5-((2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-hexanoic acid
• 英文别名: (2S,5R)-2,6-bis[(2-methylpropan-2-yl)oxycarbonylamino]-5-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhexanoic acid
• CAS: 301302-43-2
• 化学式: C₂₂H₄₀N₂O₁₂
• 分子量: 524.566
• InChiKey: LIBNZGYTZGWKCS-WXUOJQJYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  36
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  213
• 氢给体数：
  7
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  三氟乙酸 、 (2S,5R)-2,6-Bis-tert-butoxycarbonylamino-5-((2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-hexanoic acid 以 二氯甲烷 为溶剂， 反应 1.0h， 以68%的产率得到(2S,5R)-2,6-diamino-5-(β-D-galactopyranosyloxy)hexanoic acid bistrifluoroacetate
  参考文献：
  名称：

  Synthesis of Galactosylhydroxylysine and its Analogs

  摘要：

  Synthesis of (-)-galactosylhydroxylysine (GHL, 1), and its analogs (+)-2 and(+)-3, which are essential for development of assays for osteoporosis, is described starting from (2S,5R)-(+)-hydroxylysine (4).

  DOI：

  10.1080/00397910008086968
• 作为产物：
  描述：

  methyl (2S,5R)-2,6-bis[(2-methylpropan-2-yl)oxycarbonylamino]-5-[(2R,3R,4S,5S,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyhexanoate 在 lithium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 18.0h， 以83%的产率得到(2S,5R)-2,6-Bis-tert-butoxycarbonylamino-5-((2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-hexanoic acid
  参考文献：
  名称：

  Synthesis of Galactosylhydroxylysine and its Analogs

  摘要：

  Synthesis of (-)-galactosylhydroxylysine (GHL, 1), and its analogs (+)-2 and(+)-3, which are essential for development of assays for osteoporosis, is described starting from (2S,5R)-(+)-hydroxylysine (4).

  DOI：

  10.1080/00397910008086968

文献信息

• Synthesis of Galactosylhydroxylysine and its Analogs
  作者：Maciej Adamczyk、Rajarathnam E. Reddy、Sushil D. Rege

  DOI：10.1080/00397910008086968

  日期：2000.9

  Synthesis of (-)-galactosylhydroxylysine (GHL, 1), and its analogs (+)-2 and(+)-3, which are essential for development of assays for osteoporosis, is described starting from (2S,5R)-(+)-hydroxylysine (4).