3-(allyl(benzyloxycarbonyl)amino)-2-(S)-tert-butoxycarbonylaminopropionic acid methyl ester

• 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: 3-(allyl(benzyloxycarbonyl)amino)-2-(S)-tert-butoxycarbonylaminopropionic acid methyl ester
• 英文别名: 3-(allylbenzyloxycarbonylamino)-2-(S)-tert-butoxycarbonylamino propionic acid methyl ester；methyl (2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-[phenylmethoxycarbonyl(prop-2-enyl)amino]propanoate
• 化学式: C₂₀H₂₈N₂O₆
• 分子量: 392.452
• InChiKey: JMELCKYOZGDWFR-INIZCTEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  28
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  94.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3-(allyl(benzyloxycarbonyl)amino)-2-(S)-tert-butoxycarbonylaminopropionic acid methyl ester 在 对甲苯磺酸 、 臭氧 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 6-methoxypiperazine-1,2,4-tricarboxylic acid 4-benzyl ester 1-tert-butyl ester 2-methyl ester
  参考文献：
  名称：

  合成和评估新型8,6-稠合双环拟肽化合物作为白介素-1β转换酶抑制剂。

  摘要：

  利用烯烃复分解作为形成八元环的关键反应，合成了两个新颖的8,6-稠合双环拟肽环系统。两种拟肽支架都进一步被制成有效的ICE抑制剂，许多化合物的caspase-1 IC（50）s小于10nM。

  DOI：

  10.1016/j.bmcl.2005.08.109

文献信息

• [EN] NOVEL INTERLEUKIN-1beta CONVERTING ENZYME INHIBITORS<br/>[FR] NOUVEAUX INHIBITEURS D'ENZYMES DE CONVERSION DE L'INTERLEUKINE 1 DOLLAR G(B)
  申请人：PROCTER & GAMBLE

  公开号：WO2003104231A1

  公开（公告）日：2003-12-18

  The present invention relates to novel compounds, compositions comprising said compounds, and uses thereof, said compounds having the formula (a). X is -CH2-, -O- or -NR9-;R is a carbocyclic or heterocyclic ring;R1 is a cysteine trap;R2a, R2a', R2b, and R2b' are each independently hydrogen, C1-C4 alkyl, C1-C4 alkoxy, and mixtures thereof; or R2a' and R2b' can taken together to form a double bond; R9 is hydrogen or a unit having the formula -L2-R10; L is the same as defined herein above; R10 is hydrogen; substituted or unsubstituted C1-C6 linear; branched, or cyclic hydrocarbyl; substituted or unsubstituted aryl; substituted or unsubstituted C1-C9 heterocyclic; and substituted or unsubstituted heteroaryl.

  本发明涉及新化合物、包含所述化合物的组合物以及它们的用途，所述化合物具有以下式（a）。X为-CH2-、-O-或-NR9-；R为碳环或杂环；R1为半胱氨酸陷阱；R2a、R2a'、R2b和R2b'分别独立地为氢、C1-C4烷基、C1-C4烷氧基及它们的混合物；或者R2a'和R2b'可以共同形成双键；R9为氢或具有以下式-L2-R10的单元；L与上文中定义的相同；R10为氢；取代或未取代的C1-C6线性、支链或环烃基；取代或未取代的芳基；取代或未取代的C1-C9杂环基；以及取代或未取代的杂芳基。
• Novel interleukin-1beta converting enzyme inhibitors
  申请人：The Procter & Gamble Company

  公开号：US20040014753A1

  公开（公告）日：2004-01-22

  The present invention relates to novel compounds, compositions comprising said compounds, and uses thereof, said compounds having the formula: 1 X is —CH 2 —, —O— or —NR 9 —; R is a carbocyclic or heterocyclic ring; R 1 is a cysteine trap; R 2a , R 2a′ , R 2b , and R 2b′ are each independently hydrogen, C 1 -C 4 alkyl, C 1 -C 4 alkoxy, and mixtures thereof; or R 2a′ and R 2b′ can taken together to form a double bond; R 9 is hydrogen or a unit having the formula —L 2 —R 10 ; L is the same as defined herein above; R 10 is hydrogen; substituted or unsubstituted C 1 -C 6 linear; branched, or cyclic hydrocarbyl; substituted or unsubstituted aryl; substituted or unsubstituted C 1 -C 9 heterocyclic; and substituted or unsubstituted heteroaryl.

  本发明涉及新型化合物、包含该化合物的组合物以及其用途，该化合物的化学式为：1X为—CH2—、—O—或—NR9—；R为碳环或杂环；R1为半胱氨酸陷阱；R2a、R2a′、R2b和R2b′各自独立地为氢、C1-C4烷基、C1-C4烷氧基和其混合物；或R2a′和R2b′可以结合形成双键；R9为氢或具有式—L2—R10的基团；L与上述定义相同；R10为氢；取代或未取代的C1-C6直链、支链或环烃基；取代或未取代的芳基；取代或未取代的C1-C9杂环基；以及取代或未取代的杂芳基。
• Interleukin-1β converting enzyme inhibitors
  申请人：The Procter & Gamble Company

  公开号：US07138395B2

  公开（公告）日：2006-11-21

  The present invention relates to novel compounds, compositions comprising said compounds, and uses thereof, said compounds having the formula: X is —CH2—, —O— or —NR9—; R is a carbocyclic or heterocyclic ring; R1 is a cysteine trap; R2a, R2a′, R2b, and R2b′ are each independently hydrogen, C1–C4 alkyl, C1–C4 alkoxy, and mixtures thereof; or R2a′ and R2b′ can taken together to form a double bond; R9 is hydrogen or a unit having the formula -L2-R10; L is the same as defined herein above; R10 is hydrogen; substituted or unsubstituted C1–C6 linear; branched, or cyclic hydrocarbyl; substituted or unsubstituted aryl; substituted or unsubstituted C1–C9 heterocyclic; and substituted or unsubstituted heteroaryl.

  本发明涉及新型化合物、包含所述化合物的组合物以及它们的用途，所述化合物的化学式为：X为—CH2—、—O—或—NR9—；R为碳环或杂环；R1为半胱氨酸陷阱；R2a、R2a'、R2b和R2b'各自独立地为氢、C1-C4烷基、C1-C4烷氧基或它们的混合物；或R2a'和R2b'可以结合成双键；R9为氢或具有公式-L2-R10的基团；L与上述定义相同；R10为氢、取代或未取代的C1-C6线性、支链或环烃基；取代或未取代的芳基；取代或未取代的C1-C9杂环基；以及取代或未取代的杂环芳基。
• NOVEL INTERLEUKIN-1BETA CONVERTING ENZYME INHIBITORS
  申请人：THE PROCTER & GAMBLE COMPANY

  公开号：EP1511749A1

  公开（公告）日：2005-03-09
• US7138395B2
  申请人：——

  公开号：US7138395B2

  公开（公告）日：2006-11-21