[(2S,5R)-2,6-Bis-tert-butoxycarbonylamino-5-((2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-hexanoylamino]-acetic acid | 301302-49-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 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)-hexanoylamino]-acetic acid
• 英文别名: 2-[[(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]oxyhexanoyl]amino]acetic acid
• CAS: 301302-49-8
• 化学式: C₂₄H₄₃N₃O₁₃
• 分子量: 581.618
• InChiKey: LUDISMDPJCIOQT-QDZAUJMFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.9
• 重原子数：
  40
• 可旋转键数：
  16
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  242
• 氢给体数：
  8
• 氢受体数：
  13

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)-hexanoylamino]-acetic acid 以 二氯甲烷 为溶剂， 反应 1.5h， 以84%的产率得到[(2S,5R)-2,6-Diamino-5-((2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-hexanoylamino]-acetic acid; compound with trifluoro-acetic 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
• 作为产物：
  描述：

  (-)-methyl-2-[(2S,5R)-2-[(tert-butoxycarbonyl)amino]-6-{[1-(tert-butoxy)carbonyl]amino}-5-hydroxyhexanoylamino]acetate 在 lithium hydroxide 、 氰化汞 作用下， 以 四氢呋喃 、 水 、 甲苯 为溶剂， 反应 19.5h， 生成 [(2S,5R)-2,6-Bis-tert-butoxycarbonylamino-5-((2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-hexanoylamino]-acetic 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).