tert-butyl (3S,5S,6R)-3-[(3S)-4-[benzyl-[(2S)-2-hydroxy-4-[(3S,5S,6R)-4-[(2-methylpropan-2-yl)oxycarbonyl]-2-oxo-5,6-diphenylmorpholin-3-yl]butyl]amino]-3-hydroxybutyl]-2-oxo-5,6-diphenylmorpholine-4-carboxylate | 869111-60-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: tert-butyl (3S,5S,6R)-3-[(3S)-4-[benzyl-[(2S)-2-hydroxy-4-[(3S,5S,6R)-4-[(2-methylpropan-2-yl)oxycarbonyl]-2-oxo-5,6-diphenylmorpholin-3-yl]butyl]amino]-3-hydroxybutyl]-2-oxo-5,6-diphenylmorpholine-4-carboxylate
• CAS: 869111-60-4
• 化学式: C₅₇H₆₇N₃O₁₀
• 分子量: 954.173
• InChiKey: HUXUIBUADSFBSJ-LZTFSPLUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.3
• 重原子数：
  70
• 可旋转键数：
  20
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  155
• 氢给体数：
  2
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  tert-butyl (3S,5S,6R)-3-[(3S)-4-[benzyl-[(2S)-2-hydroxy-4-[(3S,5S,6R)-4-[(2-methylpropan-2-yl)oxycarbonyl]-2-oxo-5,6-diphenylmorpholin-3-yl]butyl]amino]-3-hydroxybutyl]-2-oxo-5,6-diphenylmorpholine-4-carboxylate 在 氢气 、 palladium dichloride 、 zinc dibromide 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 水 为溶剂， 反应 51.0h， 生成 (2S,5S)-2-amino-6[(2S,5S)-5-amino-5-carboxy-2-hydroxypentylamino]-5-hydroxyhexanoic acid
  参考文献：
  名称：

  Reduced collagen cross links: the first synthesis of all the possible (2S,2′S)-stereoisomers of 5-hydroxylysinonorleucine and of 5,5′-dihydroxylysinonorleucine in enantiomerically pure form

  摘要：

  The paper reports the first enantioselective synthesis of all the possible collagen reduced cross links as described: (2S,2'S,5R)- and (2S,2S,5S)-5-hydroxylysinonorleucine 3a and 3b, (2S,2'S,5R,5'R)-5,5'-dihydroxylysinonorleucine 4a, (2S,2'S, 5R,5'S)-5,5'-dihydroxylysinonorleucine 4b and (2S,2'S,5S,5'S)-5,5'-dihydroxylysinonorleucine 4c. The Williams' glycine template methodology was used both for the introduction of a stereogenic at the alpha-position and for an easy protection of the amino acidic functionalities during the synthesis of the dimeric amino acids. (C) 2005 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetasy.2005.08.023
• 作为产物：
  描述：

  tert-butyl (3S,5S,6R)-3-[(3S)-3,4-epoxybutyl]-2-oxo-5,6-diphenyl-1,4-oxazinane-4-carboxylate 、 苄胺 在 lithium perchlorate 作用下， 以 乙腈 为溶剂， 反应 12.0h， 以75%的产率得到tert-butyl (3S,5S,6R)-3-[(3S)-4-[benzyl-[(2S)-2-hydroxy-4-[(3S,5S,6R)-4-[(2-methylpropan-2-yl)oxycarbonyl]-2-oxo-5,6-diphenylmorpholin-3-yl]butyl]amino]-3-hydroxybutyl]-2-oxo-5,6-diphenylmorpholine-4-carboxylate
  参考文献：
  名称：

  Reduced collagen cross links: the first synthesis of all the possible (2S,2′S)-stereoisomers of 5-hydroxylysinonorleucine and of 5,5′-dihydroxylysinonorleucine in enantiomerically pure form

  摘要：

  The paper reports the first enantioselective synthesis of all the possible collagen reduced cross links as described: (2S,2'S,5R)- and (2S,2S,5S)-5-hydroxylysinonorleucine 3a and 3b, (2S,2'S,5R,5'R)-5,5'-dihydroxylysinonorleucine 4a, (2S,2'S, 5R,5'S)-5,5'-dihydroxylysinonorleucine 4b and (2S,2'S,5S,5'S)-5,5'-dihydroxylysinonorleucine 4c. The Williams' glycine template methodology was used both for the introduction of a stereogenic at the alpha-position and for an easy protection of the amino acidic functionalities during the synthesis of the dimeric amino acids. (C) 2005 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetasy.2005.08.023