2-benzyloxycarboxamidocinnamic acid | 72015-61-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 2-benzyloxycarboxamidocinnamic acid
• 英文别名: CBZ-ΔPhe-OH；α-benzyloxycarbonylamino-cinnamic acid；α-Benzyloxycarbonylamino-zimtsaeure；α-benzyloxycarbonylamino-β-phenylacrylic acid；(E)-3-phenyl-2-(phenylmethoxycarbonylamino)prop-2-enoic acid
• CAS: 72015-61-3；84759-65-9
• 化学式: C₁₇H₁₅NO₄
• 分子量: 297.31
• InChiKey: JSQYUMRAVHPDOK-RVDMUPIBSA-N

物化性质

• 沸点：
  481.7±45.0 °C(Predicted)
• 密度：
  1.287±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  75.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-benzyloxycarboxamidocinnamic acid 在 乙醇 、 钯 作用下， 生成 DL-苯丙氨酸
  参考文献：
  名称：

  CONDENSATION OF AMIDES WITH CARBONYL COMPOUNDS: BENZYL CARBAMATE WITH ALDEHYDES AND alpha KETO ACIDS¹

  摘要：

  DOI：

  10.1021/jo01206a013
• 作为产物：
  描述：

  2,2-bis-benzyloxycarbonylamino-3-phenyl-propionic acid 生成 2-benzyloxycarboxamidocinnamic acid
  参考文献：
  名称：

  CONDENSATION OF AMIDES WITH CARBONYL COMPOUNDS: BENZYL CARBAMATE WITH ALDEHYDES AND alpha KETO ACIDS¹

  摘要：

  DOI：

  10.1021/jo01206a013

文献信息

• [EN] NOVEL LACTAMS AND USES THEREOF<br/>[FR] NOUVELLES LACTAMES ET UTILISATIONS DE CES DERNIERES
  申请人：ASTRAZENECA AB

  公开号：WO2004031154A1

  公开（公告）日：2004-04-15

  Compounds having the formula (I) pharmaceutical compositions containing them and their methods of use for the treatment of neurological disorders related to amyloid ß protein production and neurological disorders such as Alzheimer's disease.. These compounds inhibit γ secretase and thereby inhibit the production of amyloid ß protein, thereby acting to prevent the formation of neurological deposits of amyloid protein.

  具有化学式（I）的化合物，含有它们的药物组合物以及它们用于治疗与淀粉样蛋白ß产生相关的神经系统疾病和阿尔茨海默病等神经系统疾病的方法。这些化合物抑制γ-分泌酶，从而抑制淀粉样蛋白ß的产生，从而防止神经系统中淀粉样蛋白的沉积形成。
• Aza hydroxylated ethyl amine compounds utility
  申请人：——

  公开号：US20030229138A1

  公开（公告）日：2003-12-11

  Disclosed are compounds of formula: 1 and pharmaceutically acceptable salts and esters thereof, useful in treating and/or preventing Alzheimer's disease and other similar diseases, wherein R N , R C , R 1 , R 2 and R 20 are defined herein,. These compounds include inhibitors of the beta-secretase enzyme that are useful in the treatment of Alzheimer's disease and other diseases characterized by deposition of A beta peptide in a mammal. The compounds of the invention are useful in pharmaceutical compositions and methods of treatment to reduce A beta peptide formation.

  揭示了以下结构的化合物及其药用盐和酯，可用于治疗和/或预防阿尔茨海默病和其他类似疾病，其中RN、RC、R1、R2和R20在此处定义。这些化合物包括β-分泌酶酶抑制剂，可用于治疗阿尔茨海默病和其他在哺乳动物中由Aβ肽沉积所特征的疾病。本发明的化合物可用于制备药物组合物和治疗方法，以减少Aβ肽的形成。
• Synthesis of chiral oligopeptides by means of catalytic asymmetric hydrogenation of dehydropeptides
  作者：Iwao Ojima、T Noriko Yoda、Momoko Yatabe、Toshiyuki Tanaka、Tetsuo Kogure

  DOI：10.1016/s0040-4020(01)82412-1

  日期：1984.1

  on the asymmetric induction as well as catalyst efficiency. The chiral centers in AA' and AA' amino acid residues in 5 were also found to have some influence on the catalytic asymmetric induction. Possible mechanism which can accommodate these effects are discussed. Asymmetric reduction of RCOCO-AA-OMe (13) via hydrosilylation was carried out to give chiral depsipeptide units. The asymmetric hydrogenation

  Ac-ΔTyr（Ac）-（S）-Ala-Gly-OMe（6），Ac-ΔTyr（Ac）-（R）-AlaGly-（S）-Phe-OMe（7），Ac-ΔPhe的不对称氢化-NH-CH（R）CH 2 -OCH 2 Ph（10），HCO-ΔPhe-（S）-Leu-OMe（16），X-AA-ΔPhe-AA'-OMe（5：X t BOC，CBZ ，CF 3 CO; AA，AA” =α氨基酸），和吨BOC-AA-ΔPhe-AA'-NH-Y（21：Y = H，NH-AA'-ΔPhe-AA-吨BOC，NHPh基），由阳离子Rh络合物[L * Rh（NBD）] + ClO 4催化进行（L * ＝手性二膦），得到具有高立体选择性的相应手性寡肽。发现脱氢三肽（5）的N-保护基团的性质对不对称诱导以及催化剂效率产生了显着影响。还发现5 '的AA'和AA'氨基酸残基中的手性中心对催化不对称诱导有一定影响。讨论了可以适应
• Benzothiazepine derivatives and their methods of preparation
  申请人：Mitsui Toatsu Chemicals, Inc.

  公开号：US04539150A1

  公开（公告）日：1985-09-03

  This invention relates to benzothiazepine derivatives of the general formula ##STR1## where K is hydrogen or a --CH.sub.2 COOR.sub.2 group where R.sub.2 is hydrogen or a lower alkyl group, Z is hydrogen or phenyl except when both K and Z are hydrogen, and Y is hydrogen, a --CHR.sub.3 --COOR.sub.1 group, an alkanoyl group or a --COO(CH.sub.2).sub.n R.sub.4 group where R.sub.1 is hydrogen or a lower alkyl group, R.sub.3 is hydrogen, an alkyl group, an alkylphenyl group or an aryl-lower alkyl group, R.sub.4 is an aryl group and n is a whole number of 1 to 10, and to their methods of preparation. The benzothiazepine derivatives of this invention, including their salts, have a powerful inhibitory effect on the angiotensin converting enzyme and exert a marked depressor effect in such models of hypertension as spontaneously occurring hypertensive rats and the like, so that they are useful as drugs for the treatment of hypertension and other cardiovascular diseases. In addition, these compounds are also useful as intermediates for the synthesis of coronary dilators, psychotropic drugs and the like.

  本发明涉及一般式 ##STR1## 的苯并噻二唑衍生物，其中 K 是氢或 --CH.sub.2 COOR.sub.2 域，其中 R.sub.2 是氢或较低烷基，Z 是氢或苯，除非 K 和 Z 同时为氢，Y 是氢，一个 --CHR.sub.3 --COOR.sub.1 域，一个烷酰基或一个 --COO(CH.sub.2).sub.n R.sub.4 域，其中 R.sub.1 是氢或较低烷基，R.sub.3 是氢，烷基，烷基苯基或芳基-较低烷基，R.sub.4 是芳基，n 是 1 到 10 的整数，以及它们的制备方法。本发明的苯并噻二唑衍生物，包括它们的盐，在抑制肾素-血管紧张素转化酶方面具有强大的作用，并在自发性高血压大鼠等高血压模型中表现出明显的降压作用，因此它们可用作治疗高血压和其他心血管疾病的药物。此外，这些化合物还可用作合成冠状扩张剂、精神药物等的中间体。
• Convenient Syntheses of Thiazoles Incorporated with α-Dehydroamino Acid and Dehydropeptide Structures
  作者：Yutaka Nakamura、Chung-gi Shin、Kazuyuki Umemura、Juji Yoshimura

  DOI：10.1246/cl.1992.1005

  日期：1992.6

  The convenient syntheses of various thiazole α-dehydroamino acids, thiazole valine ethyl ester, and their dehydrodiand tripeptides, which are important moieties and segment of micrococcin P1 and noshiheptide, macrocyclic peptide antibiotics, were first accomplished.

  首次实现了多种噻唑α-脱氢氨基酸、噻唑缬氨酸乙酯及其脱氢二肽和三肽的便捷合成，它们是微球菌P1和noshiheptide、大环肽类抗生素的重要组成部分和片段。