benzyl (2R)-2-[[ethoxy-(4-methoxyphenyl)phosphoryl]amino]-4-methylpentanoate | 592530-91-1

• 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: benzyl (2R)-2-[[ethoxy-(4-methoxyphenyl)phosphoryl]amino]-4-methylpentanoate
• CAS: 592530-91-1
• 化学式: C₂₂H₃₀NO₅P
• 分子量: 419.458
• InChiKey: RXZAWHRPZCHOBK-QYWNIODHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  29.0
• 可旋转键数：
  11.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  73.86
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  benzyl (2R)-2-[[ethoxy-(4-methoxyphenyl)phosphoryl]amino]-4-methylpentanoate 在 palladium on activated charcoal 氢气 作用下， 以92%的产率得到
  参考文献：
  名称：

  Discovery of selective phosphonamide-based inhibitors of tumor necrosis factor-α converting enzyme (TACE)

  摘要：

  A novel series of phosphonamide-based inhibitors of tumor necrosis factor-a converting enzyme (TACE) was discovered by structural modification of tetrahydroisoquinoline derivative 1b, which was extremely weak inhibitor of TACE. (S)-Isomer at the phosphorus atom (7b) displayed potent inhibition for TACE, while selectivity sparing MMP-1, -3, and -9. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00292-0
• 作为产物：
  描述：

  D-leucine benzyl ester 、 (4-methoxyphenyl)chlorophosphonic acid ethyl ester 在 N-甲基吗啉 作用下， 以56%的产率得到benzyl (2R)-2-[[ethoxy-(4-methoxyphenyl)phosphoryl]amino]-4-methylpentanoate
  参考文献：
  名称：

  Discovery of selective phosphonamide-based inhibitors of tumor necrosis factor-α converting enzyme (TACE)

  摘要：

  A novel series of phosphonamide-based inhibitors of tumor necrosis factor-a converting enzyme (TACE) was discovered by structural modification of tetrahydroisoquinoline derivative 1b, which was extremely weak inhibitor of TACE. (S)-Isomer at the phosphorus atom (7b) displayed potent inhibition for TACE, while selectivity sparing MMP-1, -3, and -9. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00292-0

文献信息

• Discovery of selective phosphonamide-based inhibitors of tumor necrosis factor-α converting enzyme (TACE)
  作者：Masaaki Sawa、Kiriko Kurokawa、Yoshimasa Inoue、Hirosato Kondo、Kohichiro Yoshino

  DOI：10.1016/s0960-894x(03)00292-0

  日期：2003.6

  A novel series of phosphonamide-based inhibitors of tumor necrosis factor-a converting enzyme (TACE) was discovered by structural modification of tetrahydroisoquinoline derivative 1b, which was extremely weak inhibitor of TACE. (S)-Isomer at the phosphorus atom (7b) displayed potent inhibition for TACE, while selectivity sparing MMP-1, -3, and -9. (C) 2003 Elsevier Science Ltd. All rights reserved.