methyl 2-(2-hydroxynaphthalen-1-yl)acetate | 133523-56-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: methyl 2-(2-hydroxynaphthalen-1-yl)acetate
• 英文别名: Methyl (2-hydroxy-1-naphthyl)acetate
• CAS: 133523-56-5
• 化学式: C₁₃H₁₂O₃
• 分子量: 216.236
• InChiKey: DLKLPJSEIXFJNP-UHFFFAOYSA-N

物化性质

• 熔点：
  135 °C(Solv: hexane (110-54-3))
• 沸点：
  369.8±17.0 °C(Predicted)
• 密度：
  1.237±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 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：

  methyl 2-(2-hydroxynaphthalen-1-yl)acetate 在 四(三苯基膦)钯 、 potassium carbonate 、 三乙胺 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 水 为溶剂， 反应 36.0h， 生成 (2-methylnaphthalen-1-yl)acetic acid methyl ester
  参考文献：
  名称：

  Synthesis of Naphthocyclobutenes from α-Naphthyl Acrylates by Visible-Light Energy-Transfer Catalysis

  摘要：

  Methyl (alpha-naphthyl) acrylates bearing an ortho-substituent with a hydrogen atom produce naphthocy-clobutenes upon Ir(Fppy)(3)-mediated photosensitization. This reaction can be described as a carbon analogue of the Norrish-Yang reaction: upon triplet excitation of the acrylate a 1,5-HAT results in a 1,4-diradical which forms the cyclobutene. Diastereoselectivities up to >20:1 were observed for the ring-closure reaction.

  DOI：

  10.1021/acs.orglett.9b01585
• 作为产物：
  描述：

  萘-2-酚钾 在 盐酸 、 硫酸 作用下， 反应 11.0h， 生成 methyl 2-(2-hydroxynaphthalen-1-yl)acetate
  参考文献：
  名称：

  Base-catalyzed alkylation of 2-naphthol with glyoxal

  摘要：

  Alkylation of potassium 2-naphthyl oxide with glyoxal in aqueous media formed 1,2-dihydronaphtho[2,1-b]furan-1,2-diol (1). Without isolation of 1, acidification of this reaction mixture with aqueous HCl led to three products, i.e., the lactone of (2-hydroxy-1-naphthyl)acetic acid (2), the hemiacetal of bis(2-hydroxy-1-naphthyl)acetaldehyde (3), and the corresponding acetal (4). Mutual interconversions of 1 and these three products revealed the reaction pathway and the mechanisms of formation of the lactone and the acetal.

  DOI：

  10.1021/jo00010a029

文献信息

• Arylalkanoic Acid Derivative
  申请人：Maekawa Tsuyoshi

  公开号：US20080051418A1

  公开（公告）日：2008-02-28

  A compound represented by the formula (I): wherein Ar is an optionally substituted aromatic ring; Xa, Xc, Ya, Yc, Z 1 and Z 2 are each a bond, O, S, —CO—, —CS—, —CR 3 (OR 4 )—, —NR 5 —, —SO—, —SO 2 —, —CONR 6 — or —NR 6 CO— (wherein R 3 , R 4 , R 5 and R 6 are as defined in the specification); Xb and Yb are each a bond or a divalent hydrocarbon group having 1 to 20 carbon atoms; R 1 is an optionally substituted hydrocarbon group; ring A is an optionally further substituted aromatic ring, provided that the ring should not be benzimidazole; n is an integer of 1 to 8; ring B is an optionally further substituted aromatic ring, provided that the ring should not be oxazole; W is a divalent saturated hydrocarbon group having 1 to 20 carbon atoms; and R 2 is —OR 8 or —NR 9 R 10 (wherein R 8 , R 9 and R 10 are as defined in the specification) or a salt thereof, is useful as an agent for the prophylaxis or treatment of diabetes and the like.

  化合物式(I)所代表的复合物，其中Ar是一个可选择性取代的芳香环；Xa、Xc、Ya、Yc、Z1和Z2分别是键合、O、S、—CO—、—CS—、—CR3(OR4)—、—NR5—、—SO—、—SO2—、—CONR6—或—NR6CO—（其中R3、R4、R5和R6如规范中所定义）；Xb和Yb分别是一个键合或具有1到20个碳原子的二价碳氢基团；R1是一个可选择性取代的碳氢基团；环A是一个可选择性进一步取代的芳香环，但不应为苯并咪唑；n是1到8的整数；环B是一个可选择性进一步取代的芳香环，但不应为噁唑；W是一个具有1到20个碳原子的二价饱和碳氢基团；和R2是—OR8或—NR9R10（其中R8、R9和R10如规范中所定义）或其盐，用作预防或治疗糖尿病等疾病的药剂。
• Substituted benzofuran, benzopyrrole, benzothiophene, and structurally related complement inhibitors
  申请人：BioCryst Pharmaceuticals, Inc.

  公开号：US11021458B2

  公开（公告）日：2021-06-01

  Disclosed are compounds of formulae I and II, and pharmaceutically acceptable salts and prodrugs thereof, which are inhibitors of the complement system. Also provided are pharmaceutical compositions comprising such a compound, and methods of using the compounds and compositions in the treatment or prevention of a disease or condition characterized by aberrant complement system activity.

  公开了式 I 和 II 的化合物及其药学上可接受的盐和原药，它们是补体系统的抑制剂。还提供了包含此类化合物的药物组合物，以及使用这些化合物和组合物治疗或预防以补体系统活性异常为特征的疾病或病症的方法。
• EP1829863
  申请人：——

  公开号：——

  公开（公告）日：——
• KITO, TAKETOSHI;YOSHINAGA, KOHJI;YAMAYE, MAKOTO;MIZOBE, HOYOU, J. ORG. CHEM., 56,(1991) N0, C. 3336-3339
  作者：KITO, TAKETOSHI、YOSHINAGA, KOHJI、YAMAYE, MAKOTO、MIZOBE, HOYOU

  DOI：——

  日期：——
• SUBSTITUTED BENZOFURAN, BENZOPYRROLE, BENZOTHIOPHENE, AND STRUCTURALLY RELATED COMPLEMENT INHIBITORS
  申请人：Biocryst Pharmaceuticals, Inc.

  公开号：EP3687506A1

  公开（公告）日：2020-08-05