2-(1,1-dimethylethoxy)acetic acid methyl ester | 137676-99-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-(1,1-dimethylethoxy)acetic acid methyl ester
• 英文别名: methyl glycolate tert-butyl ether；methyl 2-t-butoxyacetate；Methyl 2-(tert-butoxy)acetate；methyl 2-[(2-methylpropan-2-yl)oxy]acetate
• CAS: 137676-99-4
• 化学式: C₇H₁₄O₃
• mdl: MFCD11196078
• 分子量: 146.186
• InChiKey: HEWVGINPCZDHJF-UHFFFAOYSA-N

物化性质

• 沸点：
  62-63 °C(Press: 20 Torr)
• 密度：
  0.949g/ml

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.857
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(1,1-dimethylethoxy)acetic acid methyl ester 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 反应 18.0h， 生成 叔丁氧基乙酸
  参考文献：
  名称：

  Evaluation of copper chelation agents as anti-angiogenic therapy

  摘要：

  The design, synthesis and evaluation of N,N',N"-tris(2-pyridylmethyl)-cis,cis-1,3,5,-triaminocyclohexane (tachpyr, 1) derivatives as novel anti-angiogenic agents were performed in an in vitro endothelial cell proliferation assay to assess their cytotoxicity and selectivity. The selective nature of the anti-angiogenic agents for human umbilical vein endothelial cells (HUvec) was compared to a normal fibroblast cell line and a human Glioma cell line to evaluate these compounds. N,N',N"-tris(2-mercaptoethyl)-cis,cis-1,3,5-triaminocyclohexane trihydrochloride (3b) was superior to tachpyr in terms of selectivity of its inhibitory activity toward the proliferation of Huvec compared to the fibroblast and human Glioma cell lines. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(03)00401-2
• 作为产物：
  描述：

  羟乙酸甲酯 、 叔丁基三氯乙酰亚胺酯 在 三氟化硼乙醚 作用下， 以 环己烷 为溶剂， 反应 18.0h， 以66%的产率得到2-(1,1-dimethylethoxy)acetic acid methyl ester
  参考文献：
  名称：

  Evaluation of copper chelation agents as anti-angiogenic therapy

  摘要：

  The design, synthesis and evaluation of N,N',N"-tris(2-pyridylmethyl)-cis,cis-1,3,5,-triaminocyclohexane (tachpyr, 1) derivatives as novel anti-angiogenic agents were performed in an in vitro endothelial cell proliferation assay to assess their cytotoxicity and selectivity. The selective nature of the anti-angiogenic agents for human umbilical vein endothelial cells (HUvec) was compared to a normal fibroblast cell line and a human Glioma cell line to evaluate these compounds. N,N',N"-tris(2-mercaptoethyl)-cis,cis-1,3,5-triaminocyclohexane trihydrochloride (3b) was superior to tachpyr in terms of selectivity of its inhibitory activity toward the proliferation of Huvec compared to the fibroblast and human Glioma cell lines. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(03)00401-2

文献信息

• RENIN INHIBITORS
  申请人：Jones Benjamin

  公开号：US20100210635A1

  公开（公告）日：2010-08-19

  Compounds, pharmaceutical compositions, kits and methods are provided for use with Renin that comprise a compound selected from the group consisting of: wherein the variables are as defined herein.

  提供了用于与Renin一起使用的化合物、药物组合物、试剂盒和方法，其中包括从以下组中选择的化合物：其中变量如本文所定义。
• Lewis Base Activation of Lewis Acids: Catalytic, Enantioselective Addition of Glycolate-Derived Silyl Ketene Acetals to Aldehydes
  作者：Scott E. Denmark、Won-jin Chung

  DOI：10.1021/jo8006539

  日期：2008.6.1

  A catalytic system involving silicon tetrachloride and a chiral, Lewis basic bisphosphoramide catalyst is effective for the addition of glycolate-derived silyl ketene acetals to aldehydes. It was found that the sense of diastereoselectivity could be modulated by changing the size of the substituents on the silyl ketene acetals. In general, the trimethylsilyl ketene acetals derived from methyl glycolates

  涉及四氯化硅和手性路易斯碱性双磷酰胺催化剂的催化体系可有效地将乙醇酸衍生的甲硅烷基烯酮缩醛添加到醛中。发现可以通过改变甲硅烷基烯酮缩醛上取代基的大小来调节非对映选择性。一般情况下，三甲基甲硅烷烯酮缩醛选自甲基甘醇酸酯衍生的与α-氧气的大型保护基提供对映体富集的α，β二羟基酯具有高顺式-diastereoselectivity，而叔丁基二烯酮缩醛从α-笨重的酯衍生的甲氧基乙酸提供对映体富集的α，高β二羟基酯抗-diastereoselecitvity。
• syn-Selective Michael Addition of Lithiated 2-Alkoxyacetates and -acetamides to α,β-Unsaturated Carbonyl Compounds
  作者：Shuji Kanemasa、Masafumi Nomura、Eiji Wada

  DOI：10.1246/cl.1991.1735

  日期：1991.10

  The lithium Z-enolates derived from 2-alkoxyacetates and -acetamides undergo unusual syn-selective Michael addition to α,β-unsaturated carbonyl compounds, where the syn selectivity of the amide enolates is much higher than that of the ester enolates. Factors that influence the stereoselectivity are also discussed.

  由 2-烷氧基乙酸盐和 -乙酰胺衍生的 Z-烯醇锂对 α,β-不饱和羰基化合物进行不寻常的顺式选择性迈克尔加成，其中酰胺烯醇化物的顺式选择性远高于酯烯醇化物。还讨论了影响立体选择性的因素。
• [EN] PROCESS FOR PRODUCING OPTICALLY ACTIVE 3-(4-HYDROXYPHENYL)PROPIONIC ACIDS<br/>[FR] PROCEDE DE PRODUCTION D'ACIDES 3-(4-HYDROXYPHENYL)PROPIONIQUES OPTIQUEMENT ACTIFS
  申请人：TAKASAGO PERFUMERY CO LTD

  公开号：WO2005051882A1

  公开（公告）日：2005-06-09

  The present invention relates to a process for producing an optically active 3-(4-hydroxyphenyl)propionic acid useful as intermediates for medicines, through short steps in good yield and with high optical purity. More specifically, the present invention relates to a process for producing an optically active 3-(4-hydroxyphenyl)propionic acid of the formula (6): wherein R2 is an alkyl group; R5 to R8 are each independently a hydrogen atom or a substituent; and the symbol * is an chiral carbon atom, or a salt thereof, which comprises reacting a benzaldehyde of the formula (1): wherein R1 is a protective group; and R5 to R8 are each the same as defined above, with a glycolic acid derivative of the formula (2): wherein R3 is a hydrocarbon group; and R2 is the same as defined above, hydrolyzing the resulting product to give a cinnamic acid of the formula (4): wherein R1, R2 and R5 to R8 are each the same as defined above, or a salt thereof, and subjecting the resulting cinnamic acid (4) or a salt thereof to asymmetric hydrogenation to give an optically active phenylpropionic acid of the formula (5): wherein all the symbols are each the same as defined above, or a salt thereof, followed by deprotection.

  本发明涉及一种生产光学活性3-(4-羟基苯基)丙酸的工艺，作为药物中间体，通过简短的步骤、高产率和高光学纯度。更具体地，本发明涉及一种生产光学活性3-(4-羟基苯基)丙酸的工艺，其化学结构如下（6）：其中R2是烷基；R5至R8分别独立地是氢原子或取代基；符号*是一个手性碳原子，或其盐，包括将化学结构如下（1）的苯甲醛：其中R1是保护基；R5至R8分别与上述定义相同，与化学结构如下（2）的甘醇酸衍生物反应：其中R3是烃基；R2与上述定义相同，水解得到肉桂酸的产物：其中R1、R2和R5至R8分别与上述定义相同，或其盐，并将得到的肉桂酸（4）或其盐进行不对称氢化反应，得到光学活性苯丙酸的产物：其中所有符号均与上述定义相同，或其盐，随后进行去保护处理。
• Renin inhibitors
  申请人：Jones Benjamin

  公开号：US20090105251A1

  公开（公告）日：2009-04-23

  Compounds, pharmaceutical compositions, kits and methods are provided for use with renin that comprise a compound selected from the group consisting of: wherein the variables are as defined herein.

  提供了与肾素一起使用的化合物、药物组合物、试剂盒和方法，其中包括从以下组中选择的化合物：其中变量如本文所定义。