7-氧杂螺[3.5]壬烷-1,3-二酮 | 455264-53-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 中文名称: 7-氧杂螺[3.5]壬烷-1,3-二酮
• 英文名称: 7-oxaspiro[3.5]nonane-1,3-dione
• CAS: 455264-53-6
• 化学式: C₈H₁₀O₃
• mdl: MFCD18642680
• 分子量: 154.166
• InChiKey: ODRKWEAZLVDHNM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  7-氧杂螺[3.5]壬烷-1,3-二酮 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 乙酸乙酯 为溶剂， 反应 19.0h， 生成 methyl (2S)-3-(2-(2,6-dichlorophenyl)quinolin-6-yl)-2-((2-bromo-3-oxo-7-oxa-spiro(3.5)non-1-en-1-yl)amino)propanoate
  参考文献：
  名称：

  WO2008/125210

  摘要：

  公开号：
• 作为产物：
  描述：

  4-氢吡喃-4-甲酰氯 在 盐酸 、 三乙胺 作用下， 以 乙醚 、 正己烷 、 水 为溶剂， 反应 288.0h， 生成 7-氧杂螺[3.5]壬烷-1,3-二酮
  参考文献：
  名称：

  Efficient Synthesis of 3-Aminocyclobut-2-en-1-ones:  Squaramide Surrogates as Potent VLA-4 Antagonists

  摘要：

  [GRAPHICS]A novel series of uniquely functionalized 3-aminocyclobut-2-en-1-ones has been prepared by facile condensation of a variety of cyclobuta-1,3-diones with a phenylalanine-derived primary amine. These systems subsequently lend themselves to substitution at C-2 by reaction with a variety of electrophilic reagents including N-halosuccinimides, sulfenyl chlorides, and Eschenmoser's salt. Compounds from this novel series are potent antagonists of VLA-4.

  DOI：

  10.1021/ol034701n

文献信息

• [EN] PROCESS FOR THE PREPARATION OF PHENYLALANINE ENAMIDE DERIVATIVES<br/>[FR] PROCEDE DE PREPARATION DE DERIVES DE PHENYLALANINE-ENAMIDE
  申请人：CELLTECH R&D LTD

  公开号：WO2004007428A1

  公开（公告）日：2004-01-22

  A process for the preparation of a class of phenylalanine enamide derivatives is described formula (1) wherein: Ar1 is an optionally substituted aromatic or heteroaromatic group; L2 is a linker group selected from -N(R4)- [where R4 is a hydrogen atom or an optionally substituted straight or branched C1-6alkyl group], -CON(R4)-, or -S(O)2N(R4)-; R1 is a carboxylic acid (-CO2H) or a derivative or biostere thereof; R2 is a hydrogen atom or a C1-6alkyl group; Rx, Ry and Rz which may be the same or different is each an atom or group -L1(Alk1)n(R3)v; and the salts, solvates, hydrates and N-oxides thereof; which comprises reacting a compound of formula (2): wherein: Qa is a group -N(R4)H; and the salts, solvates, hydrates and N-oxides thereof; with a compound Ar1W wherein W is a group selected from X1 (wherein X1 is a leaving atom or group), -COX2 (wherein X2 is a halogen atom or a -OH group) or -SO2 X3 (in which X3 is a halogen atom).

  描述了一种制备苯丙氨酸烯酰胺衍生物类的过程，其化学式为（1）其中：Ar1是一个可选择取代的芳香族或杂芳族基团；L2是从-N(R4)- [其中R4是氢原子或可选择取代的直链或支链C1-6烷基基团]，-CON(R4)-或-S(O)2N(R4)-中选择的连接基团；R1是一个羧酸（-CO2H）或其衍生物或生物立体异构体；R2是一个氢原子或一个C1-6烷基基团；Rx、Ry和Rz可以相同也可以不同，每个都是一个原子或基团-L1(Alk1)n(R3)v；以及其盐、溶剂合物、水合物和N-氧化物；所述过程包括将化合物（2）与化合物Ar1W反应，其中：Qa是一个基团-N(R4)H；以及其盐、溶剂合物、水合物和N-氧化物；其中W是从X1（其中X1是一个脱离原子或基团），-COX2（其中X2是卤原子或一个-OH基团）或-SO2X3（其中X3是卤原子）中选择的基团。
• Phenylalanine enamide derivatives
  申请人：——

  公开号：US20020169336A1

  公开（公告）日：2002-11-14

  Phenylalanine enamide derivatives of formula (1) are described: 1 wherein R 1 is a group Ar 1 L 2 Ar 2 Alk- in which: Ar 1 is an optionally substituted aromatic or heteroaromatic group; L 2 is a covalent bond or a linker atom or group; Ar 2 is an optionally substituted arylene or heteroarylene group; and Alk is a chain —CH 2 —CH(R)13 , —CH═C(R)— or 2 in which R is a carboxylic acid (—CO 2 H) or a derivative or biostere thereof; X is an —O— or —S— atom or —N(R 2 )— group in which: R x , R y and R z which may be the same or different is each a hydrogen atom or an optional substituent; or R z is an atom or group as previously defined and R x and R y are joined together to form an optionally substituted spiro linked cycloaliphatic or heterocycloaliphatic group; and the salts, solvates, hydrates and N-oxides thereof. The compounds are able to inhibit the binding of integrins to their ligands and are of use in the prophylaxis and treatment of immuno or inflammatory disorders or disorders involving the inappropriate growth or migration of cells.

  描述了公式（1）的苯丙氨酸烯酰胺衍生物：其中R1是Ar1L2Ar2Alk-中的一种基团，其中：Ar1是可选择取代的芳香族或杂环芳基；L2是一个共价键或连接原子或基团；Ar2是可选择取代的芳基或杂芳基；Alk是一个链-CH2-CH(R)13，-CH═C(R)-或2其中R是羧酸（-CO2H）或其衍生物或生物立体异构体；X是一个-O-或-S-原子或-N(R2)-基团，其中：Rx、Ry和Rz可能相同也可能不同，分别是氢原子或可选择取代基；或Rz是如前所定义的原子或基团，Rx和Ry结合在一起形成一个可选择取代的螺环联接的环脂肪族或杂环脂肪族基团；以及它们的盐、溶剂合物、水合物和N-氧化物。这些化合物能够抑制整合素与其配体的结合，并可用于预防和治疗免疫或炎症性疾病或涉及细胞不当生长或迁移的疾病。
• Bicyclic Heteroaromatic Alanines
  申请人：——

  公开号：US20040209913A1

  公开（公告）日：2004-10-21

  Compounds of formula (1) are described: in which X is an —O— or —S— atom or —N(R 2 )— group and R 1 is a group Ar 1 L 2 Ar 2 Alk- in which Ar 1 is an optionally substituted aromatic or heteroaromatic group, L 2 is a covalent bond or a linker atom or group, Ar 2 is an optionally substituted bicyclic heteroarylene group and Alk is a chain —CH 2 —CH(R)—, —CH═C(R)—, OR—CH(CH 2 R)— or which R is a carboxylic acid (—CO 2 H) or a derivative or biostere thereof. The compounds are selective inhibitors of alpha 4 integrins such as &agr; 4 &bgr; 1 and are of use in modulating cell adhesion for the prophylaxis or treatment of inflammatory diseases or disorders, such as rheumatoid arthritis, in which the extravasculation of leukocytes plays a role. 1

  描述了公式（1）的化合物：其中X是- O-或-S-原子或-N（R2）-基团，R1是Ar1L2Ar2Alk-基团，其中Ar1是可选取代的芳香族或杂芳族基团，L2是共价键或连接原子或基团，Ar2是可选取代的双环杂芳基基团，Alk是链-CH2-CH（R）-，-CH═C（R）-，OR-CH（CH2R）-或R是羧酸（-CO2H）或其衍生物或生物立体异构体。这些化合物是α4整合素的选择性抑制剂，例如α4β1，并且可用于调节细胞黏附，用于预防或治疗炎症性疾病或疾病，例如类风湿性关节炎，其中白细胞的越出在其中起作用。
• Phenylalanine Enamide Derivatives
  申请人：Brand Stephen

  公开号：US20070167483A1

  公开（公告）日：2007-07-19

  Phenylalanine enamide derivatives of formula (1) are described: wherein R 1 is a group Ar 1 L 2 Ar 2 Alk- in which: Ar 1 is an optionally substituted aromatic or heteroaromatic group; L 2 is a covalent bond or a linker atom or group; Ar 2 is an optionally substituted arylene or heteroarylene group; and Alk is a chain in which R is a carboxylic acid (—CO 2 H) or a derivative or biostere thereof; X is an —O— or —S— atom or —N(R 2 )— group in which: R x , R y and R z which may be the same or different is each a hydrogen atom or an optional substituent; or R z is an atom or group as previously defined and R x and R y are joined together to form an optionally substituted spiro linked cycloaliphatic or heterocycloaliphatic group; and the salts, solvates, hydrates and N-oxides thereof. The compounds are able to inhibit the binding of integrins to their ligands and are of use in the prophylaxis and treatment of immuno or inflammatory disorders or disorders involving the inappropriate growth or migration of cells.

  描述了公式（1）的苯丙氨酸烯酰衍生物：其中R1是Ar1L2Ar2Alk-基团，其中：Ar1是可选的取代芳香族或杂芳族基团；L2是共价键或连接原子或基团；Ar2是可选的取代芳烃或杂芳烃基团；Alk是链，在其中R是羧酸（-CO2H）或其衍生物或生物同分异构体；X是一个-O-或-S-原子或-N（R2）-基团，其中：Rx，Ry和Rz可相同或不同，分别是氢原子或可选的取代基团；或Rz是先前定义的原子或基团，而Rx和Ry结合在一起形成可选的取代螺环脂肪族或杂环脂肪族基团；以及其盐，溶剂化合物，水合物和N-氧化物。这些化合物能够抑制整合素与其配体的结合，并用于预防和治疗免疫或炎症性疾病或涉及细胞不适当生长或迁移的疾病。
• PHENYLALANINE ENAMIDE DERIVATIVES POSSESSING A CYCLOBUTENE GROUP, FOR USE AS INTEGRIN INHIBITORS
  申请人：Celltech R & D Limited

  公开号：EP1370531B1

  公开（公告）日：2007-02-28