八氢吡咯并[1,2-A]氮杂环辛(间)四稀-5(1H)-酮 | 111633-59-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 中文名称: 八氢吡咯并[1,2-A]氮杂环辛(间)四稀-5(1H)-酮
• 英文名称: 1-azabicyclo<6.3.0>undecan-11-one
• 英文别名: octahydropyrrolo[1,2-a]azocin-5(1H)-one；2,3,6,7,8,9,10,10a-octahydro-1H-pyrrolo[1,2-a]azocin-5-one
• CAS: 111633-59-1
• 化学式: C₁₀H₁₇NO
• 分子量: 167.251
• InChiKey: WAVKJQJIRKLOIG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2933990090

反应信息

• 作为产物：
  描述：

  2-(3-azidopropyl)cycloheptanone 在 六氟异丙醇 、 四氯化钛 作用下， 以 二氯甲烷 为溶剂， 反应 62.0h， 以34%的产率得到八氢吡咯并[1,2-A]氮杂环辛(间)四稀-5(1H)-酮
  参考文献：
  名称：

  克服分子内施密特反应催化中的产物抑制

  摘要：

  报道了使用亚化学计量量的催化剂进行烷基叠氮化物和酮的分子内施密特反应的方法。经过广泛筛选，发现使用强氢键供体溶剂六氟-2-丙醇与低催化剂负载量一致，其范围从有利底物的 2.5 mol% 到更困难情况的 25 mol%。描述了反应优化、广泛的底物范围和这种改进版反应的初步机理研究。

  DOI：

  10.1021/ja402848c

文献信息

• Novel interleukin-1beta converting enzyme inhibitors
  申请人：The Procter & Gamble Company

  公开号：US20030236296A1

  公开（公告）日：2003-12-25

  The present invention relates to interleukin-1&bgr; converting enzyme inhibitors having the formula: 1 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; L and L 1 are linking groups having the formula: 2 T is selected from the group consisting of: i) —NR 6 —; ii) —O—; iii) —NR 6 S(O) 2 —; iv) —S(O) 2 NR 6 —; and v) mixtures thereof; R 6 is hydrogen, substituted or unsubstituted C 1 -C 20 linear, branched, or cyclic alkyl, C 6 -C 20 aryl, C 7 -C 20 alkylenearyl, and mixtures thereof; the indices w, w 1 , and w 2 are each independently 0 or 1; i) hydrogen; ii) C 1 -C 4 linear, branched, and cyclic alkyl; iii) R 3a and R 3b or R 4a , and R 4b can be taken together to form a carbonyl unit; iv) two R 3a or two R 3b units from adjacent carbon atoms or two R 4a or two R 4b units from adjacent carbon atoms can be taken together to form a double bond; and v) mixtures thereof; the index m is from 0 to 5; the index n is from 0 to 5.

  本发明涉及具有以下结构的白细胞介素-1β转化酶抑制剂： 1R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烷氧基及其混合物；或R2a′和R2b′可以一起形成双键；L和L1为具有以下结构的连接基： 2T从以下组中选择： i) —NR6—； ii) —O—； iii) —NR6S(O)2—； iv) —S(O)2NR6—；和 v) 其混合物； R6为氢、取代或未取代的C1-C20直链、支链或环烷基、C6-C20芳基、C7-C20烷基芳基及其混合物；指数w、w1和w2各自独立地为0或1； i) 氢； ii) C1-C4直链、支链和环烷基； iii) R3a和R3b或R4a和R4b可以一起形成一个羰基单元； iv) 两个相邻碳原子上的R3a或两个相邻碳原子上的R3b单位，或两个相邻碳原子上的R4a或两个相邻碳原子上的R4b单位可以一起形成双键；和 v) 其混合物； 指数m为0至5；指数n为0至5。
• [EN] NOVEL INTERLEUKIN-1 BETA CONVERTING ENZYME INHIBITORS<br/>[FR] INHIBITEURS D'ENZYME DE CONVERSION D'INTERLEUKINE-1 BETA
  申请人：PROCTER & GAMBLE

  公开号：WO2003106460A1

  公开（公告）日：2003-12-24

  The present invention relates to interleukin-1béta converting enzyme inhibitors having the formula (I) where 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; L and L1 are linking groups having the formula (II) where T is selected from the group consisting of: i) -NR6-; ii) -O-; iii) -NR6S(O)2-; iv) -S(O)2NR6-; and v) mixtures thereof; R6 is hydrogen, substituted or unsubstituted C1-C20 linear, branched, or cyclic alkyl, C6-C20 aryl, C7-C20 alkylenearyl, and mixtures thereof; the indices w, w1, and w2 are each independently 0 or 1; i) hydrogen; ii) C1-C4 linear, branched, and cyclic alkyl; iii) R3a and R3b or R4a, and R4b can be taken together to form a carbonyl unit; iv) two R3a or two R3b units from adjacent carbon atoms or two R4a or two R4b units from adjacent carbon atoms can be taken together to form a double bond; and v) mixtures thereof; the index m is from 0 to 5; the index n is from 0 to 5.

  本发明涉及具有公式（I）的白细胞介素-1β转化酶抑制剂，其中R是一个碳环或杂环；R1是一个半胱氨酸陷阱；R2a，R2a'，R2b和R2b'分别独立地是氢，C1-C4烷基，C1-C4烷氧基和它们的混合物；或R2a'和R2b'可以结合成双键；L和L1是具有公式（II）的连接基，其中T从以下组中选择：i）-NR6-；ii）-O-；iii）-NR6S（O）2-；iv）-S（O）2NR6-；和v）它们的混合物；R6是氢，取代或未取代的C1-C20线性，支链或环烷基，C6-C20芳基，C7-C20烷基芳基和它们的混合物；指数w，w1和w2分别独立地为0或1；i）氢；ii）C1-C4线性，支链和环烷基；iii）R3a和R3b或R4a和R4b可以结合成一个羰基单元；iv）来自相邻碳原子的两个R3a或两个R3b单元或来自相邻碳原子的两个R4a或两个R4b单元可以结合成双键；和v）它们的混合物；指数m从0到5；指数n从0到5。
• SYNTHESIS OF AN N-SUBSTITUTED LACTAM USING AN INTRAMOLECULAR SCHMIDT REACTION: FORMATION OF 2,3,11,11a-TETRAHYDRO-1H-BENZO[d]PYRROLO[1,2-a]AZEPIN-5(6H)-ONE
  作者：Grecian, Scott、Aubé, Jeff、Zhao, Dalian、Mathre, David J.

  DOI：10.15227/orgsyn.084.0347

  日期：——
• Elofson, Richard M.; Gadallah, Fahmi F.; Laidler, James K., Canadian Journal of Chemistry, 1987, vol. 65, p. 2770 - 2773
  作者：Elofson, Richard M.、Gadallah, Fahmi F.、Laidler, James K.

  DOI：——

  日期：——
• Intramolecular Schmidt Reactions of Alkyl Azides with Ketones: Scope and Stereochemical Studies
  作者：Gregory L. Milligan、Craig J. Mossman、Jeffrey Aube

  DOI：10.1021/ja00147a006

  日期：1995.10

  The intramolecular Schmidt reaction of alkyl azides and ketones has been demonstrated. The reaction is proposed to occur via initial attack of an azide on a ketone activated by a variety of protic or Lewis acids, including trifluoroacetic acid, titanium tetrachloride, and others. The resulting azidohydrin undergoes a direct rearrangement to afford the product amide and molecular nitrogen. When cyclic ketones are used, fused bicyclic lactams of types encountered in a wide variety of natural products are obtained. Although the distance allowed between the carbonyl group and the alkyl azide is quite restricted, the reaction is general with respect to the ketone component, including acyclic ketones and cyclic substrates ranging from standard to large ring sizes. The reaction also succeeds with aldehydes, although elimination or hydride migration products compete. In several cases examined, the reaction was found to proceed with retention of configuration at the migrating carbon. Competing reactions with beta-diketones and alpha,beta-unsaturated ketones were found to predominate over ring expansion.