(-)-7-endo-oxabicyclo<2.2.1>hept-5-ene-2-carboxylic acid | 90760-56-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧唑烯
• 英文名称: (-)-7-endo-oxabicyclo<2.2.1>hept-5-ene-2-carboxylic acid
• 英文别名: 7-endo-Oxabicyclo<2.2.1>hept-5-ene-2-carboxylic acid；endo-2-Carboxy-7-oxabicyclo<2.2.1>hepten-(5)；(-)-7-endo-oxabicyclo[2.2.1]hept-5-ene-2-carboxylic acid；endo-2-Carboxy-7-oxabicyclo[2.2.1]hepten-(5)；(1S,2S,4S)-7-oxabicyclo[2.2.1]hept-5-ene-2-carboxylic acid
• CAS: 90760-56-8
• 化学式: C₇H₈O₃
• 分子量: 140.139
• InChiKey: HLZLZWREBWOZCZ-SRQIZXRXSA-N

物化性质

• 沸点：
  299.3±40.0 °C(Predicted)
• 密度：
  1.376±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (-)-7-endo-oxabicyclo<2.2.1>hept-5-ene-2-carboxylic acid 在 lithium aluminium tetrahydride 、 甲酸 、 氢溴酸 、 双氧水 作用下， 以 溶剂黄146 为溶剂， 反应 21.83h， 生成 2,3,4-tri-O-acetyl-6-bromo-6-deoxy-5a-carba-β-DL-glucopyranosyl bromide
  参考文献：
  名称：

  （+）-（1,2,3 / 4,5）-2,3,4,5-四羟基环己烷-1-甲醇和（+）-（1,3 / 2,4,5）-5的全合成-氨基-2,3,4-三羟基环己烷-1-甲醇[（+）-有效胺]。（3 S）-（+）-2- exo -bromo-4,8-​​dioxatricyclo [4.2.1.O] nonan-5-one的X射线晶体结构

  摘要：

  （±）-7-内-氧杂双环[2.2.1]庚-5-烯-2-羧酸（±）-（1）的光学拆分已通过使用（R）-（+）-和（S）-（-）-α-甲基苄胺。（-）-（1）的绝对构型是根据对其衍生的溴内酯（2）的X射线分析确定的。标题支链环醇（6），由链霉菌属产生的抗生素。MA-4145已完全由（–）-（1）合成，其绝对构型已确定。所述五的合成Ñ，ö还通过（-）-（1）进行了（+）-有效胺的-乙酰基衍生物（12），该胺是通过抗生素有效霉素A降解获得的支链氨基环糖醇。

  DOI：

  10.1039/p19850000903
• 作为产物：
  描述：

  7-oxabicyclo[2.2.1]hept-5-ene-2-endo-carboxylic acid 在 Dowex 50W X₂ 作用下， 生成 (-)-7-endo-oxabicyclo<2.2.1>hept-5-ene-2-carboxylic acid
  参考文献：
  名称：

  TOTAL SYNTHESIS AND ABSOLUTE CONFIGURATION OF (+)-(1,2,3/4,5)-2,3,4,5-TETRAHYDROXY-1-CYCLOHEXANEMETHANOL

  摘要：

  标题的支链环醇是通过手性7-内-氧双环[2.2.1]庚-5-烯-2-羧酸合成的，其绝对构型是基于从中衍生的晶体溴内酯的X射线分析来确定的。由此结果可确定环醇的C-1构型为R。

  DOI：

  10.1246/cl.1984.355

文献信息

• COMPOUNDS AND USES THEREOF FOR THE MODULATION OF HEMOGLOBIN
  申请人：Global Blood Therapeutics, Inc.

  公开号：US20150141465A1

  公开（公告）日：2015-05-21

  Provide herein are compounds and pharmaceutical compositions suitable as modulators of hemoglobin, methods and intermediates for their preparation, and methods for their use in treating disorders mediated by hemoglobin and disorders that would benefit from tissue and/or cellular oxygenation.

  本文提供了适用作为血红蛋白调节剂的化合物和药物组合物，它们的制备方法和中间体，以及在治疗由血红蛋白介导的疾病和需要组织和/或细胞氧合的疾病中使用它们的方法。
• Heterocyclic-substituted alkanamides as therapeutic compounds
  申请人：Speedel Experimenta AG

  公开号：EP1958666A1

  公开（公告）日：2008-08-20

  Use of compounds of the general formula (I) and pharmaceutically acceptable salt thereof, in which R1 and R2 have the definitions illustrated in detail in the description, as beta-secretase, cathepsin D, plasmepsin II and/or HIV protease inhibitors.

  使用一般式（I）及其药用盐的化合物，其中R1和R2的定义在描述中详细说明，作为β-分泌酶、半胱氨酸蛋白酶D、血浆蛋白酶II和/或HIV蛋白酶抑制剂。
• The first efficient asymmetric synthesis of 7-oxabicyclo[2.2.1]hept-5-ene-2-carboxylate derivatives
  作者：Hiromitsu Takayama、Akira Iyobe、Toru Koizumi

  DOI：10.1039/c39860000771

  日期：——

  The asymmetic synthesis of 7-oxabicyclo[2.2.1]hept-5-ene-2-carboxylate derivatives was accomplished by the highly diastereoselective Diels–Alder reaction of (S)s- and (R)s-3-(2-pyridylsulphinyl)acrylates with furan.

  通过（S）s-和（R）s -3-（2-吡啶基亚磺酰基）的高度非对映选择性Diels-Alder反应，完成7-氧杂双环[2.2.1]庚-5-烯-2-羧酸酯衍生物的非对称合成）与呋喃的丙烯酸酯。
• Heterocyclic-Substituted Alkanamides Useful as Renin Inhibitors
  申请人：Herold Peter

  公开号：US20080176947A1

  公开（公告）日：2008-07-24

  Compounds of the general formula (I) in which the meanings of the substituents R 1 and R 2 are as stated in claim 1 , have renin-inhibiting properties and can be used as medicines.

  通式（I）中，取代基R1和R2的含义如权利要求1所述的化合物具有抑制肾素的性质，可用作药物。
• 5-Amino-4-Hydroxy-7-(Imidazo [1,2-A] Pyridin-6-Ylmethyl)-8-Methyl-Nonamide Derivatives and Related Compounds as Renin Inhibitors for the Treatment of Hypertension
  申请人：HEROLD Peter

  公开号：US20100063087A1

  公开（公告）日：2010-03-11

  Compounds of the general formula (I) or its salt or a compound in which one or more atoms are replaced by their stable, nonradio-active isotopes, in particular its pharmaceutically acceptable salt; in which X is —CH 2 —; R is a mono- to tetra-substituted, mono- or bicyclic, unsaturated heterocyclic radical having 1 to 4 nitrogen atoms, R 2 is C 1-6 alkyl or C 3-6 cycloalkyl; R 3 is independently of one another H, C 1-6 alkyl, C 1-6 alkoxycarbonyl or C 1-6 alkanoyl; R 4 is C 2-6 alkenyl, C 1-6 alkyl, unsubstituted or substituted aryl-C 1-6 alkyl or C 3-8 cycloalkyl; R 5 is -L m -R ; L is C 1-6 alkylene which is optionally substituted by 1-4 halogen, or a linker: formula (II) n=0, 1 or 2; m=0 or 1; R 6 is a radical composed of 2 cyclic systems selected from bicyclo[x.y.z]alkyl, spiro[o.p]alkyl, mono- or bioxabicyclo[x.y.z]alkyl or mono- or bioxaspiro[o.p]alkyl, all of which may be substituted by 1-3 substituents selected from C 1-6 alkyl, C 1-6 alkoxy, cyano, halogen, C 1-6 alkoxy- C 1-6 alkyl, hydroxy-C 1-6 alkyl or dialkylamino, or if m=0: is also saturated C 3-8 heterocyclyl which comprises 1-2 oxygen atoms, substituted by 1-3 substituents selected from C 1-6 alkyl, C 1-6 alkoxy, cyano, halogen, C 1-6 alkoxy-C 1-6 alkyl, hydroxy-C 1-6 alkyl or dialkylamino, or if m=1: is also saturated C 3-8 heterocyclyl which comprises 1-2 oxygen atoms, optionally substituted by 1-3 substituents selected from C 1-6 alkyl, C 1-6 alkoxy, cyano, halogen, C 1-6 -alkoxy-C 1-6 alkyl, hydroxy-C 1-6 alkyl or dialkylamino; have renin-inhibiting properties and can be used as medicines for the treatment of hypertension.

  通式（I）的化合物或其盐或其中一个或多个原子被其稳定的非放射性同位素替换的化合物，特别是其药学上可接受的盐；其中X为-CH2-；R为1至4个氮原子的单取代、双取代、三取代或四取代的单环或双环不饱和杂环基，R2为C1-6烷基或C3-6环烷基；R3独立地为H、C1-6烷基、C1-6烷氧羰基或C1-6酰基；R4为C2-6烯基、C1-6烷基、未取代或取代的芳基-C1-6烷基或C3-8环烷基；R5为-Lm-R；L为C1-6烷基，可选地被1-4个卤素取代，或为连接基：通式（II）n=0、1或2；m=0或1；R6为由自行选择的2个环系统组成的基，所述环系统选择自双环[x.y.z]烷基、螺[O.P]烷基、单环或双氧杂双环[x.y.z]烷基或单环或双氧杂螺[O.P]烷基，所有这些基都可以被1-3个取代基所取代，所述取代基选择自C1-6烷基、C1-6烷氧基、氰基、卤素、C1-6烷氧基-C1-6烷基、羟基-C1-6烷基或二烷基氨基，或如果m=0：还是饱和的C3-8杂环基，其中包括1-2个氧原子，被1-3个取代基所取代，所述取代基选择自C1-6烷基、C1-6烷氧基、氰基、卤素、C1-6烷氧基-C1-6烷基、羟基-C1-6烷基或二烷基氨基，或如果m=1：还是饱和的C3-8杂环基，其中包括1-2个氧原子，可选地被1-3个取代基所取代，所述取代基选择自C1-6烷基、C1-6烷氧基、氰基、卤素、C1-6烷氧基-C1-6烷基、羟基-C1-6烷基或二烷基氨基；具有抑制肾素的性质，可用作治疗高血压的药物。