(S)-2-tert-Butoxycarbonylamino-succinic acid 1-(4-methoxy-benzyl) ester | 219626-98-9

• 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: (S)-2-tert-Butoxycarbonylamino-succinic acid 1-(4-methoxy-benzyl) ester
• 英文别名: (3S)-4-[(4-methoxyphenyl)methoxy]-3-[(2-methylpropan-2-yl)oxycarbonylamino]-4-oxobutanoic acid
• CAS: 219626-98-9
• 化学式: C₁₇H₂₃NO₇
• 分子量: 353.372
• InChiKey: ZOJHFKTVALFLSC-ZDUSSCGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  25
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  111
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (S)-2-tert-Butoxycarbonylamino-succinic acid 1-(4-methoxy-benzyl) ester 、 环己醇 在 N-[(2,4-二氯苯氧基)-甲氧基硫代膦酰]丙-2-胺 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 生成 (S)-2-tert-Butoxycarbonylamino-succinic acid 4-cyclohexyl ester 1-(4-methoxy-benzyl) ester
  参考文献：
  名称：

  Structure–Activity Study and Analgesic Efficacy of Amino Acid Derivatives as N-Type Calcium Channel Blockers

  摘要：

  The synthesis and structure activity relationship (SAR) study of a novel series of N-type calcium channel blockers are described. L-Cysteine derivative 2a was found to be a potent and selective N-type calcium channel blocker with IC50 0.63 muM on IMR-32 assay. Compound 2a showed analgesic efficacy in the rat formalin-induced pain model by intrathecal and oral administration. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00414-0
• 作为产物：
  描述：

  Boc-L-天冬氨酸 在 乙酸酐 、 二环己胺 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 生成 (S)-2-tert-Butoxycarbonylamino-succinic acid 1-(4-methoxy-benzyl) ester
  参考文献：
  名称：

  Structure–Activity Study and Analgesic Efficacy of Amino Acid Derivatives as N-Type Calcium Channel Blockers

  摘要：

  The synthesis and structure activity relationship (SAR) study of a novel series of N-type calcium channel blockers are described. L-Cysteine derivative 2a was found to be a potent and selective N-type calcium channel blocker with IC50 0.63 muM on IMR-32 assay. Compound 2a showed analgesic efficacy in the rat formalin-induced pain model by intrathecal and oral administration. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00414-0

文献信息

• Structure–Activity Study and Analgesic Efficacy of Amino Acid Derivatives as N-Type Calcium Channel Blockers
  作者：Takuya Seko、Masashi Kato、Hiroshi Kohno、Shizuka Ono、Kazuya Hashimura、Hideyuki Takimizu、Katsuhiko Nakai、Hitoshi Maegawa、Nobuo Katsube、Masaaki Toda

  DOI：10.1016/s0960-894x(01)00414-0

  日期：2001.8

  The synthesis and structure activity relationship (SAR) study of a novel series of N-type calcium channel blockers are described. L-Cysteine derivative 2a was found to be a potent and selective N-type calcium channel blocker with IC50 0.63 muM on IMR-32 assay. Compound 2a showed analgesic efficacy in the rat formalin-induced pain model by intrathecal and oral administration. (C) 2001 Elsevier Science Ltd. All rights reserved.