(-)-methyl-2-[(2S,5R)-2-[(tert-butoxycarbonyl)amino]-6-{[1-(tert-butoxy)carbonyl]amino}-5-hydroxyhexanoylamino]acetate | 301302-46-5

• 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: (-)-methyl-2-[(2S,5R)-2-[(tert-butoxycarbonyl)amino]-6-{[1-(tert-butoxy)carbonyl]amino}-5-hydroxyhexanoylamino]acetate
• 英文别名: methyl 2-[[(2S,5R)-5-hydroxy-2,6-bis[(2-methylpropan-2-yl)oxycarbonylamino]hexanoyl]amino]acetate
• CAS: 301302-46-5
• 化学式: C₁₉H₃₅N₃O₈
• 分子量: 433.502
• InChiKey: KSDVZDCKDFKGAV-OLZOCXBDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  30
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  152
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为反应物：
  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 、 二氯甲烷 、 水 、 甲苯 为溶剂， 反应 21.0h， 生成 [(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：

  甘氨酸甲酯盐酸盐 、 (-)-tert-butyl-(3S,6R)-6-{[(tert-butoxycarbonyl)amino]methyl}-2-oxotetrahydro-2H-pyran-3-ylcarbamate 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 96.0h， 以95%的产率得到(-)-methyl-2-[(2S,5R)-2-[(tert-butoxycarbonyl)amino]-6-{[1-(tert-butoxy)carbonyl]amino}-5-hydroxyhexanoylamino]acetate
  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).