methyl 2-hydroxy-2-phenylbutanoate | 76142-48-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methyl 2-hydroxy-2-phenylbutanoate
• CAS: 76142-48-8
• 化学式: C₁₁H₁₄O₃
• 分子量: 194.23
• InChiKey: UBRWRMHONGHPLV-UHFFFAOYSA-N

物化性质

• 沸点：
  115-118 °C(Press: 6 Torr)
• 密度：
  1.118±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 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-hydroxy-2-phenylbutanoate 在 ammonium hydroxide 、 乙醚 作用下， 生成 2-羟基-1,2-二苯基丁烷-1-酮
  参考文献：
  名称：

  Extent and Severity of Groundwater Arsenic Contamination in Bangladesh

  摘要：

  DOI：

  10.1080/02508060108686929
• 作为产物：
  描述：

  苯甲酰甲酸 在 乙醚 、 硫酸 作用下， 生成 methyl 2-hydroxy-2-phenylbutanoate
  参考文献：
  名称：

  Extent and Severity of Groundwater Arsenic Contamination in Bangladesh

  摘要：

  DOI：

  10.1080/02508060108686929

文献信息

• Alpha,beta-unsaturated esters and acids by stereoselective dehydration
  申请人：Deng Xiaohu

  公开号：US20060004195A1

  公开（公告）日：2006-01-05

  There are provided by the present invention certain pyrazole based CCK-1 receptor modulators which have the general formula: wherein Ar is an aromatic or heteroaromatic group, X is a hydrocarbon linker, Y is a bond or hydrocarbon linker and R 1 , R 2 , R 3 , R 4 and R 5 are certain organic substituents, methods for making the same, and stereoselective dehydration methods for generally making α,β-unsaturated esters, acids and their derivatives.

  本发明提供了一些基于吡唑的CCK-1受体调节剂，其具有以下一般式： 其中Ar是芳香族或杂环芳基，X是碳氢链，Y是键或碳氢链，R1、R2、R3、R4和R5是某些有机取代基，以及制备这些化合物的方法，以及用于通常制备α，β-不饱和酯，酸及其衍生物的立体选择性脱水方法。
• Highly enantioselective syntheses of α-hydroxyacids using N-benzyl-4,4,7α-trimethyl--octahydro-1, 3-benzoxazine as a chiral adjuvant
  作者：Xu-Chang He、Ernest L. Eliel

  DOI：10.1016/s0040-4020(01)87677-8

  日期：1987.1

  Addition of Grignard and organolithium reagents to as well as hydride reduction of 2α-benzoyl-N-benzyl-4,4,7α-trimethyl--octahydro-1 ,3-benzoxazine (2, Y = C6H5CO) and addition of phenylmagnesium bromide to the corresponding 2-acetyl analog (11) proceed in highly diastereoselective fashion to produce virtually exclusively the diastereomer predicted on the basis of Cram's chelate rule if chelation involves

  添加格氏试剂和有机锂试剂，以及将2α-苯甲酰基-N-苄基-4,4,7α-三甲基-八氢-1,3-苯并恶嗪（2，Y = C 6 H 5 CO）氢化还原并添加如果螯合涉及环氧原子，则将苯基溴化镁与相应的2-乙酰基类似物（11）进行高非对映选择性的方式，实际上仅产生根据克拉姆螯合规则预测的非对映异构体。加合物的轻度酸水解，然后进行选择性氧化，可生成高对映体纯的对羟基酸，并且可以干净地回收手性佐剂。
• Carbon–carbon bond formation via benzoyl umpolung attained by photoinduced electron-transfer with benzimidazolines
  作者：Tomohito Igarashi、Eiji Tayama、Hajime Iwamoto、Eietsu Hasegawa

  DOI：10.1016/j.tetlet.2013.10.028

  日期：2013.12

  A photoreaction between benzoyl compounds, such as benzoylformate derivatives, and 2-(p-anisyl)-1,3-dimethylbenzimidazoline in the presence of allyl bromide was found to give various allylated alcohols. In the reaction of benzoylformates, α-hydroxy ester enolates, for which the negative charge occurs on the carbonyl carbon of benzoyl (umpolung reactivity), are proposed to be generated as intermediates

  发现在烯丙基溴的存在下，苯甲酰基化合物如苯甲酰基甲酸酯衍生物与2-（对茴香基）-1，3-二甲基苯并咪唑啉之间的光反应产生了各种烯丙基化的醇。在苯甲酰基甲酸酯的反应中，建议通过苯并咪唑啉向光激发的苯甲酰基甲酸酯的电子转移，作为中间体生成α-羟基酯烯酸酯，其在苯甲酰基的羰基碳上带有负电荷。这些物质与烯丙基溴反应生成α-烯丙基-α-羟基酯。
• SN2 displacement at the quaternary carbon center: a novel entry to the synthesis of α,α-disubstituted α-amino acids
  作者：Kotaro Ishihara、Hiromi Hamamoto、Masato Matsugi、Takayuki Shioiri

  DOI：10.1016/j.tetlet.2015.01.041

  日期：2015.6

  A novel method for the SN2 reaction on quaternary carbon atoms using bis(p-nitrophenyl)phosphorazidate has been developed. Chiral tertiary alcohols were directly converted into the corresponding chiral tertiary azides with complete inversion of configuration. Several α,α-disubstituted α-amino esters or amino acids were prepared through the conversion of azides to the corresponding amines by catalytic

  已开发出一种使用双（对硝基苯基）磷叠氮酸酯在季碳原子上进行S N 2反应的新方法。手性叔醇被完全转化为构型，直接转化为相应的手性叔叠氮化物。通过催化氢化将叠氮化物转化为相应的胺，可以制备几种α，α-二取代的α-氨基酯或氨基酸。
• Anti-arthritic hydroxyacetic acid derivatives, pharmaceutical compositions thereof, and processes for their manufacture
  申请人：IMPERIAL CHEMICAL INDUSTRIES PLC

  公开号：EP0009306A1

  公开（公告）日：1980-04-02

  The invention concerns novel 2-[4-(4-chlorophenyl)-benzyloxy]acetic acids of the formula: in which RI is hydrogen or (1-4C)alkyl, R2 is phenyl optionally bearing a halogeno substituent, and R3 is hydrogen or (1-4C)alkyl, and when R3 is hydrogen pharmaceutically acceptable base-addition salts thereof; and processes for their manufacture. The compounds possess useful anti-arthritic properties coupled with desirable pharmacokinetic properties and the minimum of adverse properties, and the invention also concerns pharmaceutical compositions of such compounds for use in the treatment of arthritic joint diseases. A typical compound of the invention is 2-[4-(4-chlorophenyl)benzyloxy]propionic acid.

  本发明涉及式如下的新型 2-[4-(4-氯苯基)-苄氧基]乙酸： 其中RI是氢或(1-4C)烷基，R2是可选带有卤代基的苯基，R3是氢或(1-4C)烷基，当R3是氢时是其药学上可接受的碱加成盐；以及它们的制造工艺。 这些化合物具有有用的抗关节炎特性，同时具有理想的药代动力学特性和最小的不良特性，本发明还涉及用于治疗关节炎性关节疾病的此类化合物的药物组合物。本发明的一种典型化合物是 2-[4-(4-氯苯基)苄氧基]丙酸。