2-(4-(benzyloxy)phenyl)-2-hydroxyacetic acid | 71707-27-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-(4-(benzyloxy)phenyl)-2-hydroxyacetic acid
• 英文别名: 2-hydroxy-2-(4-phenylmethoxyphenyl)acetic acid
• CAS: 71707-27-2
• 化学式: C₁₅H₁₄O₄
• 分子量: 258.274
• InChiKey: ONUIVMPUJMCSLI-UHFFFAOYSA-N

物化性质

• 沸点：
  470.6±40.0 °C(Predicted)
• 密度：
  1.292±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(4-(benzyloxy)phenyl)-2-hydroxyacetic acid 在 草酰氯 、 四甲基乙二胺 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 生成 benzyl(1-(4-(benzyloxy)phenyl)-2-chloro-2-oxoethyl) carbonate
  参考文献：
  名称：

  一种天然产物7-羟基新片螺素A及其类似物的全合成及应用

  摘要：

  本发明属于药物与化工技术领域，提供了一种天然产物7‑羟基新片螺素A及其类似物的全合成及应用。本发明提供7‑羟基新片螺素A类天然产物及其系列类似物。所测试化合物均具备中等至良好的HIF‑1抑制活性，且在其HIF‑1有效抑制浓度下均无明显毒性，表明这类化合物具备通过抑制HIF‑1转录活化来治疗癌症的潜力。

  公开号：

  CN110372561A
• 作为产物：
  描述：

  对羟基苯甲醛 在 potassium carbonate 、 sodium hydroxide 作用下， 以 氯仿 、 水 、 丙酮 为溶剂， 反应 6.0h， 生成 2-(4-(benzyloxy)phenyl)-2-hydroxyacetic acid
  参考文献：
  名称：

  Total synthesis and biological evaluation of 7-hydroxyneolamellarin A as hypoxia-inducible factor-1α inhibitor for cancer therapy

  摘要：

  DOI：

  10.1016/j.bmcl.2021.128338

文献信息

• Synthesis of Unprotected 2-Arylglycines by Transamination of Arylglyoxylic Acids with 2-(2-Chlorophenyl)glycine
  作者：Haruki Inada、Masatoshi Shibuya、Yoshihiko Yamamoto

  DOI：10.1021/acs.joc.0c01302

  日期：2020.9.4

  The transamination of α-keto acids with 2-phenylglycine is an effective methodology for directly synthesizing unprotected α-amino acids. However, the synthesis of 2-arylglycines by transamination is problematic because the corresponding products, 2-arylglycines, transaminate the starting arylglyoxylic acids. Herein, we demonstrate the use of commercially available l-2-(2-chlorophenyl)glycine as the

  用2-苯基甘氨酸对α-酮酸进行氨基转移是直接合成未保护的α-氨基酸的有效方法。但是，通过氨基转移合成2-芳基甘氨酸是有问题的，因为相应的产物2-芳基甘氨酸使起始的芳基乙醛酸发生氨基转移。在此，我们展示了使用可商购获得的升-2-（2-氯苯基）甘氨酸作为在arylglyoxylic酸氨基转移氮源，在不脱离不希望的自转移方法干扰产生相应的2-芳基甘氨酸。
• Growth promotion
  申请人：Eli Lilly and Company

  公开号：US04690951A1

  公开（公告）日：1987-09-01

  .beta.-Phenethanolamines are effective in promoting growth and improving feed efficiency and leanness in animals.

  .beta.-苯乙醇胺可以有效地促进动物的生长，提高饲料利用率和瘦肉率。
• Diphenyl acetic acid derivatives
  申请人：Ciba-Geigy Corporation

  公开号：US05260430A1

  公开（公告）日：1993-11-09

  Novel diphenyl acetic acid derivatives of the formula I are described, ##STR1## in which R is C.sub.3 -C.sub.18 -2-alkenyl, C.sub.3 -C.sub.8 -2-alkynyl or phenyl-C.sub.1 -C.sub.4 alkyl, each of which is unsubstituted or substituted by phenyl, R.sub.1 is hydrogen, C.sub.1 -C.sub.18 alkyl, C.sub.5 -C.sub.12 cycloalkyl or phenyl-C.sub.1 -C.sub.4 alkyl, R.sub.2 is --OR.sub.4 or --NR.sub.5 R.sub.6, R.sub.4 is hydrogen, C.sub.1 -C.sub.18 alkyl or (--CH.sub.2 --).sub.n G, R.sub.5 and R.sub.6 independently of one another are hydrogen, C.sub.1 -C.sub.12 alkyl or phenyl-C.sub.1 -C.sub.4 alkyl, R.sub.7, R.sub.8, R.sub.9 and R.sub.10 independently of one another are hydrogen, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy, with the proviso that at least one of the radicals R.sub.7, R.sub.8, R.sub.9 or R.sub.10 is hydrogen, R.sub.11 is hydrogen, C.sub.1 -C.sub.18 alkoxy, C.sub.5 -C.sub.8 cycloalkoxy, phenyl-C.sub.1 -C.sub.4 alkoxy or C.sub. 3 -C.sub.18 -2-alkenyloxy, n is a number from 2 to 12, and G is a group of the formula ##STR2## The compounds according to the invention can be used as stabilizers for organic materials.

  本发明涉及一种新型二苯乙酸衍生物，其化学式为I，其中R为C.sub.3-C.sub.18-2-烯基，C.sub.3-C.sub.8-2-炔基或苯基-C.sub.1-C.sub.4烷基，每个基团可以是未取代的或被苯基取代的；R.sub.1为氢、C.sub.1-C.sub.18烷基、C.sub.5-C.sub.12环烷基或苯基-C.sub.1-C.sub.4烷基；R.sub.2为--OR.sub.4或--NR.sub.5R.sub.6，R.sub.4为氢、C.sub.1-C.sub.18烷基或(--CH.sub.2--).sub.nG，R.sub.5和R.sub.6各自独立地为氢、C.sub.1-C.sub.12烷基或苯基-C.sub.1-C.sub.4烷基；R.sub.7、R.sub.8、R.sub.9和R.sub.10各自独立地为氢、C.sub.1-C.sub.4烷基或C.sub.1-C.sub.4烷氧基，但至少一个基团R.sub.7、R.sub.8、R.sub.9或R.sub.10为氢；R.sub.11为氢、C.sub.1-C.sub.18烷氧基、C.sub.5-C.sub.8环烷氧基、苯基-C.sub.1-C.sub.4烷氧基或C.sub.3-C.sub.18-2-烯氧基；n为2至12的数字；G为以下公式的基团：##STR2## 本发明的化合物可用作有机材料的稳定剂。
• 3-(alkoxyphenyl)benzofuran-2-ones as stabilisers
  申请人：Ciba-Geigy Corporation

  公开号：US05367008A1

  公开（公告）日：1994-11-22

  Compounds of the formula (1), ##STR1## in which R.sub.1 is C.sub.1 -C.sub.25 alkyl, C.sub.7 -C.sub.9 phenylalkyl, unsubstituted or C.sub.1 -C.sub.4 alkyl-substituted phenyl, unsubstituted or C.sub.1 -C.sub.4 alkyl-substituted C.sub.5 -C.sub.8 cycloalkyl; C.sub.3 -C.sub.25 alkenyl, C.sub.3 -C.sub.25 alkynyl or C.sub.3 -C.sub.25 alkyl which is interrupted by oxygen, sulfur or >N--R.sub.16, and R.sub.16 is hydrogen or C.sub.1 -C.sub.8 alkyl, R.sub.2, R.sub.3, R.sub.4 and R.sub.5, independently of one another are hydrogen, C.sub.1 -C.sub.25 alkyl, C.sub.7 -C.sub.9 phenylalkyl, unsubstituted or C.sub.1 -C.sub.4 alkyl-substituted phenyl, unsubstituted or C.sub.1 -C.sub.4 alkyl-substituted C.sub.5 -C.sub.8 cycloalkyl; C.sub.1 -C.sub.18 alkoxy, hydroxyl, C.sub.1 -C.sub.25 alkanoyloxy, C.sub.3 -C.sub.25 alkenoyloxy, C.sub.3 -C.sub.25 alkanoyloxy which is interrupted by oxygen, sulfur or >N--R.sub.16 ; C.sub.6 -C.sub.9 cycloalkylcarbonyloxy, benzoyloxy or benzoyloxy which is substituted by C.sub.1 -C.sub.12 alkyl, and R.sub.16 is as defined above, or, furthermore, the radicals R.sub.2 and R.sub.3 or the radicals R.sub.4 and R.sub.5 together with the carbon atoms to which they are bound form a benzo ring, R.sub.4 is additionally --(CH.sub.2).sub.n --COR.sub.11, in which n is 0, 1 or 2, R.sub.11 is hydroxyl, ##EQU1## C.sub.1 -C.sub.18 alkoxy or ##STR2## R.sub.14 and R.sub.15, independently of one another are hydrogen or C.sub.1 -C.sub.18 alkyl, M is an r-valent metal cation and r is 1, 2 or 3, R.sub.7, R.sub.8, R.sub.9 and R.sub.10, independently of one another, are hydrogen, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy, with the proviso that at least one of the radicals R.sub.7, R.sub.8, R.sub.9 R.sub.10 is hydrogen, and, in the case where R.sub.3, R.sub.5, R.sub.6, R.sub.7 and R.sub.10 are hydrogen, R.sub.4 is additionally a radical of the formula (2) ##STR3## in which R.sub.1, R.sub.2, R.sub.8 and R.sub.9 are as defined above and R.sub.12 and R.sub.13, independently of one another, are hydrogen, CF.sub.3, C.sub.1 -C.sub.12 alkyl or phenyl, or R.sub.12 and R.sub.13 together with the carbon atom to which they are bound form a C.sub.5 -C.sub.8 cycloalkylidene ring which is unsubstituted or substituted by 1 to 3 C.sub.1 -C.sub.4 alkyl; R.sub.6 is hydrogen or a radical of the formula (3) ##STR4## in which R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.7, R.sub.8, R.sub.9 and R.sub.10 are as defined above, are described as stabilizers for organic materials against thermal, oxidative or light-induced degradation.

  式（1）的化合物，其中R1是C1-C25烷基，C7-C9苯基烷基，未取代或取代C1-C4烷基的苯基，未取代或取代C5-C8环烷基的C1-C4烷基；C3-C25烯基，C3-C25炔基或被氧、硫或>N-R16打断的C3-C25烷基，其中R16是氢或C1-C8烷基，R2、R3、R4和R5独立地是氢，C1-C25烷基，C7-C9苯基烷基，未取代或取代C1-C4烷基的苯基，未取代或取代C5-C8环烷基的C1-C4烷基；C1-C18烷氧基，羟基，C1-C25烷酰氧基，C3-C25烯酰氧基，被氧、硫或>N-R16打断的C3-C25烷酰氧基；C6-C9环烷基羧酸酯基，苯甲酰氧基或被C1-C12烷基取代的苯甲酰氧基，其中R16如上所定义，或者，进一步地，基团R2和R3或基团R4和R5与它们结合的碳原子形成苯并环，R4另外是--（CH2）n--COR11，其中n是0、1或2，R11是羟基，C1-C18烷氧基或的R14和R15，独立地是氢或C1-C18烷基，M是r价金属阳离子，r是1、2或3，R7、R8、R9和R10，独立地是氢，C1-C4烷基或C1-C4烷氧基，但至少一个基团R7、R8、R9、R10是氢，在R3、R5、R6、R7和R10是氢的情况下，R4另外是式（2）的基团 其中，R1、R2、R8和R9如上所定义，R12和R13独立地是氢，CF3，C1-C12烷基或苯基，或者R12和R13与它们结合的碳原子形成未取代或取代1至3个C1-C4烷基的C5-C8环烷基亚甲基环，R6是氢或式（3）的基团 其中，R1、R2、R3、R4、R5、R7、R8、R9和R10如上所定义，被描述为有机材料对热、氧化或光诱导降解的稳定剂。
• Catalytic dehydrative amide bond formation using aqueous ammonia: synthesis of primary amides utilizing diboronic acid anhydride catalysis
  作者：Naoya Takahashi、Hinata Iwasawa、Tatsuhito Kinashi、Kazuishi Makino、Naoyuki Shimada

  DOI：10.1039/d3cc02071a

  日期：——

  Although aqueous ammonia is an inexpensive and readily available safe source of ammonia, there have been no successful studies on direct catalytic dehydrative amidations of carboxylic acids with aqueous ammonia. In this study, we report a catalytic methodology for the synthesis of primary amides through diboronic acid anhydride (DBAA)-catalyzed dehydrative condensation of carboxylic acids with aqueous

  尽管氨水是一种廉价且容易获得的安全氨源，但目前还没有关于羧酸与氨水的直接催化脱水酰胺化的成功研究。在这项研究中，我们报告了一种通过二硼酸酐 (DBAA) 催化羧酸与氨水作为胺底物的脱水缩合来合成伯酰胺的催化方法。