methyl (2-((2-((S)-3-(4-(tert-butoxy)phenyl)-2-((tert-butoxycarbonyl)amino)propanamido)acetamido)methyl)acryloyl)-L-phenylalanyl-L-methioninate | 1228804-23-6

• 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-((2-((S)-3-(4-(tert-butoxy)phenyl)-2-((tert-butoxycarbonyl)amino)propanamido)acetamido)methyl)acryloyl)-L-phenylalanyl-L-methioninate
• CAS: 1228804-23-6
• 化学式: C₃₉H₅₅N₅O₉S
• 分子量: 769.96
• InChiKey: LDTKBEHSBAJJCS-CHQNGUEUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.23
• 重原子数：
  54.0
• 可旋转键数：
  19.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.49
• 拓扑面积：
  190.26
• 氢给体数：
  5.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  methyl (2-((2-((S)-3-(4-(tert-butoxy)phenyl)-2-((tert-butoxycarbonyl)amino)propanamido)acetamido)methyl)acryloyl)-L-phenylalanyl-L-methioninate 在 水 、 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 5.0h， 生成
  参考文献：
  名称：

  Analogues of both Leu- and Met-enkephalin containing a constrained dipeptide isostere prepared from a Baylis-Hillman adduct

  摘要：

  An efficient route was developed for the synthesis of the Fmoc-protected dipeptide 4, isostere of Gly-Gly containing an alpha-methylene beta-amino acid; the conformationally restricted analogues of Leu-enkephalin, 3a, and Met-enkephalin, 3b, respectively, were prepared by changing 4 for Gly(2)-Gly(3) in the native compounds 3a and 3b whose biological activities were significantly lower than the parent compounds.

  DOI：

  10.1007/s00726-009-0314-z
• 作为产物：
  描述：

  (3-glycylamino-2-methylenepropanoyl)-L-phenylalaninyl-L-methionine methyl ester 、 Boc-O-叔丁基-L-酪氨酸 在 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以51%的产率得到methyl (2-((2-((S)-3-(4-(tert-butoxy)phenyl)-2-((tert-butoxycarbonyl)amino)propanamido)acetamido)methyl)acryloyl)-L-phenylalanyl-L-methioninate
  参考文献：
  名称：

  Analogues of both Leu- and Met-enkephalin containing a constrained dipeptide isostere prepared from a Baylis-Hillman adduct

  摘要：

  An efficient route was developed for the synthesis of the Fmoc-protected dipeptide 4, isostere of Gly-Gly containing an alpha-methylene beta-amino acid; the conformationally restricted analogues of Leu-enkephalin, 3a, and Met-enkephalin, 3b, respectively, were prepared by changing 4 for Gly(2)-Gly(3) in the native compounds 3a and 3b whose biological activities were significantly lower than the parent compounds.

  DOI：

  10.1007/s00726-009-0314-z