D-phenylalanine hydrochloride | 28069-46-7

• 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: D-phenylalanine hydrochloride
• 英文别名: (2R)-2-amino-3-phenylpropanoic acid;hydrochloride
• CAS: 28069-46-7
• 化学式: C₉H₁₁NO₂*ClH
• 分子量: 201.653
• InChiKey: ZAIZDXVMSSDZFA-DDWIOCJRSA-N

物化性质

• 熔点：
  220.0-221.0 °C (decomp)

计算性质

• 辛醇/水分配系数(LogP)：
  -3.07
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  64.9
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  D-phenylalanine hydrochloride 在 palladium on activated charcoal sodium hydroxide 、 氢气 、 碳酸氢钠 作用下， 以 甲醇 、 水 为溶剂， 反应 65.0h， 生成 D-苯丙氨酸
  参考文献：
  名称：

  Multicomponent diversity and enzymatic enantioselectivity as a route towards both enantiomers of α-amino acids—a model study

  摘要：

  A model study on a new, enantioconvergent method for the synthesis of chiral, nonracemic alpha-amino acids is presented. alpha-Acetoxyamides obtained in a Passerini multicomponent reaction are selectively hydrolyzed by Wheat Germ lipase. Studies on conversion of the thus obtained, enantiomerically enriched alpha-hydroxyamides into alpha-aminoamides are presented. Products of these reactions are then hydrolyzed to give alpha-amino acids. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2006.09.014
• 作为产物：
  描述：

  D-苯丙氨酸甲酯 在 盐酸 作用下， 反应 1.0h， 生成 D-phenylalanine hydrochloride
  参考文献：
  名称：

  Schoellkopf, Ulrich; Neubauer, Hans-Juergen, Synthesis, 1982, # 10, p. 861 - 864

  摘要：

  DOI：

文献信息

• Stereocontrolled Synthesis of Erythro N-Protected α-Amino Epoxides and Peptidyl Epoxides.
  作者：Amnon Albeck、Rachel Persky

  DOI：10.1016/s0040-4020(01)80651-7

  日期：1994.1

  N-protected α-amino epoxides of erythro configuration, derived from α-amino acids, were synthesized in a stereoselective manner. The erythro (2S,3S) configu- ration was achieved by the synthetic sequence: amino acid → haloketone → halohydrin → epoxide. A mechanistic explanation for the observed stereoselectivity is presented. This stereoselective synthetic approach was applied to the synthesis of a

  以立体选择性方式合成衍生自α-氨基酸的N-保护的赤型构型的α-氨基环氧化物。所述赤氨基酸→卤代酮→卤代醇环氧→：（2S，3S）configu-配给由合成序列来实现的。给出了对所观察到的立体选择性的机械解释。该立体选择性合成方法被用于合成具有预定的手性环氧化物部分的绝对构型的各种短肽基环氧化物。
• [EN] CHEMICAL COMPOUNDS<br/>[FR] COMPOSÉS CHIMIQUES
  申请人：NODTHERA LTD

  公开号：WO2018167468A1

  公开（公告）日：2018-09-20

  The present disclosure relates to compounds of Formula (I): and to their pharmaceutically acceptable salts, pharmaceutical compositions, methods of use, and methods for their preparation. The compounds disclosed herein inhibit the maturation of cytokines of the IL-1 family by inhibiting inflammasomes and may be used in the treatment of disorders in which inflammasome activity is implicated, such as inter alia autoinflammatory and autoimmune diseases and cancers.

  本公开涉及式(I)的化合物及其药用可接受的盐、药物组合物、使用方法和制备方法。本文披露的化合物通过抑制炎症小体来抑制IL-1家族细胞因子的成熟，可用于治疗涉及炎症小体活性的疾病，如自身炎症和自身免疫疾病以及癌症等。
• [EN] THIOPHENE AMINO ACID DERIVATIVES, PROCESS FOR PREPARING THEM AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM<br/>[FR] DERIVES D'ACIDE AMINE THIOPHENIQUE, LEUR PROCEDE DE PREPARATION ET COMPOSITIONS PHARMACEUTIQUES LES CONTENANT
  申请人：WARNER LAMBERT CO

  公开号：WO2005003115A1

  公开（公告）日：2005-01-13

  Compounds of formula (I), in which: R1 and R2, which may be identical or different, independently of each other, each represent a group selected from: hydrogen, halogen, cyano, nitro, halo(C1-C6)alkyl, halo(C1-C6)alkoxy, (C1-C6)alkyl, (C2-C6)alkenyl, (C2-C6)alkynyl, -OR4, -NR4R5, -S(O)nR4, -C(O)R4, -CO2R4, -O-C(O)R4, -C(O)NR4R5, -NR5-C(O)R4, -NR5-SO2R4, -T-CN, -T-OR4, -T-OCF3, -T-NR4R5, -T-S(O)nR4, -T-C(O)R4, -T-CO2 R4, -T-O-C(O)R4, -T-C(O)NR4 R5, -T-NR5-C(O)R4, -T-NR5-SO2R4, -R6 and -T-R6 in which n, T, R4, R5 and R6 are as defined in the description ; m represents an integer between 0 and 4 inclusive ; p represents an integer between 0 and 4 inclusive ; q represents an integer between 0 and 4 inclusive ; R7 represents a group selected from aryl, cycloalkyl and a heterocycle, each of these groups being optionally substituted; R8 represents a group selected from carboxyl, (C1-C6)alkoxycarbonyl, (C1-C7)acyl, hydroxy(C1-C6)alkylcarbonyl, (C1-C6)alkoxy(C1-C6)alkylcarbonyl, tetrazole, amino, aminocarbonyl and amino(C1-C6)alkylcarbonyl; the isomers thereof and the addition salts thereof with a pharmaceutically acceptable acid or base, and the pharmaceutical compositions which are useful for treating pathologies associated with an inhibition of metalloproteases.

  化合物的化学式（I）中：R1和R2可以相同也可以不同，分别表示从以下选定的基团中选择的基团：氢、卤素、氰基、硝基、卤代（C1-C6）烷基、卤代（C1-C6）氧基、（C1-C6）烷基、（C2-C6）烯基、（C2-C6）炔基、-OR4、-NR4R5、-S（O）nR4、-C（O）R4、-CO2R4、-O-C（O）R4、-C（O）NR4R5、-NR5-C（O）R4、-NR5-SO2R4、-T-CN、-T-OR4、-T-OCF3、-T-NR4R5、-T-S（O）nR4、-T-C（O）R4、-T-CO2 R4、-T-O-C（O）R4、-T-C（O）NR4 R5、-T-NR5-C（O）R4、-T-NR5-SO2R4、-R6和-T-R6其中n、T、R4、R5和R6如描述中所定义；m表示0到4之间的整数；p表示0到4之间的整数；q表示0到4之间的整数；R7表示从芳基、环烷基和杂环中选择的基团，这些基团可以选择性地被取代；R8表示从羧基、（C1-C6）烷氧羰基、（C1-C7）酰基、羟基（C1-C6）烷基羰基、（C1-C6）烷氧基（C1-C6）烷基羰基、四唑基、氨基、氨基羰基和氨基（C1-C6）烷基羰基中选定的基团；其异构体及其与药用酸或碱形成的可接受的加合盐，以及用于治疗与金属蛋白酶抑制相关的病理的药物组合物。
• The Synthesis of Some Chiral 2-Aminoalkyloxazole-4-carboxylates from Isoxazol-5(2H)-ones
  作者：Matthew Cox、Rolf H. Prager、Carina E. Svensson

  DOI：10.1071/ch03052

  日期：——

  Ethyl 4-methyl-5-oxo-2,5-dihydroisoxazole-3-carboxylate can be N-acylated by a number of natural and synthetic phthalimidylamino acids in the presence of carbodiimides. The N-acylated products form the corresponding oxazoles smoothly when irradiated at 300 nm in acetone. Removal of the phthalimido protecting group then gives 2-aminoalkyloxazole-4-carboxylate esters in good overall yields, and without

  在碳二亚胺存在下，4-甲基-5-氧代-2,5-二氢异恶唑-3-甲酸乙酯可以被许多天然和合成的邻苯二甲酰亚胺基氨基酸N-酰化。N-酰化产物在丙酮中以 300 nm 照射时顺利形成相应的恶唑。然后去除邻苯二甲酰亚胺保护基团以良好的总产率得到 2-氨基烷基恶唑-4-羧酸酯，并且在任何步骤中都没有显着的外消旋化。
• Imidazole angiotensin II antagonists incorporating a substituted benzyl
  申请人：Merck & Co., Inc.

  公开号：US05183810A1

  公开（公告）日：1993-02-02

  Substituted imidazoles attached through a methylene bridge to novel substituted phenyl derivatives of the Formula I, are useful as angiotensin II antagonists. ##STR1##

  通过甲基桥连接到新的取代苯基衍生物的咪唑醇，可用作血管紧张素II拮抗剂。