(2R)-2-氨基-3-甲基丁酸盐酸盐 | 31320-20-4

• 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
• 中文名称: (2R)-2-氨基-3-甲基丁酸盐酸盐
• 英文名称: (R)-valine hydrochloride
• 英文别名: D-valine hydrochloride；valine hydrochloride；D-valine ; hydrochloride；D-Valin; Hydrochlorid；D-Valine, hydrochloride；(2R)-2-amino-3-methylbutanoic acid;hydrochloride
• CAS: 31320-20-4
• 化学式: C₅H₁₁NO₂*ClH
• 分子量: 153.609
• InChiKey: JETBVOLWZWPMKR-PGMHMLKASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.48
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  63.3
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2R)-2-氨基-3-甲基丁酸盐酸盐 在 氯化亚砜 、 氯磷酸二乙酯 、 三乙胺 作用下， 反应 9.0h， 生成 (R)-2-[(E)-3-(2,4-Dimethoxy-phenyl)-acryloylamino]-3-methyl-butyric acid ethyl ester
  参考文献：
  名称：

  Synthesis of C-Alkylcalix[4]arenes. 4. Design, Synthesis, and Computational Studies of Novel Chiral Amido[4]resorcinarenes

  摘要：

  In extending our studies involving BF3-Et(2)O-catalyzed reaction of cinnamic acid analogues, we have shown that amido derivatives also can afford [4]resorcinarene octamethyl ethers. Subsequently, chiral monomeric amides, derived from the mixed anhydride of cinnamic acid and L- or D-valine, upon treatment with BF3-Et(2)O, yielded for the first time chiral amido [4]resorcinarenes in enantiomerically pure forms. Four stereoisomers were isolated, and three of them were attributed the flattened-cone, chair, and 1,2-alternate conformations. The major product was assigned a novel chairlike structure, namely flattened partial cone 1. The flattened-cone stereoisomer which was indicated by molecular modeling studies to be the most stable, became the major product under more drastic experimental conditions. Chromatographic studies an chiral phases revealed that the above tetramers could be used for the enantiodiscrimination of racemic molecules.

  DOI：

  10.1021/jo962018r
• 作为产物：
  描述：

  [(2R,3S,4S,5R,6R)-6-[[(2R)-1-[2-[[tert-butyl(dimethyl)silyl]oxymethyl]anilino]-3-methyl-1-oxobutan-2-yl]-formylamino]-3,4,5-tris(2,2-dimethylpropanoyloxy)oxan-2-yl]methyl 2,2-dimethylpropanoate 在 盐酸 作用下， 以 甲醇 为溶剂， 以61%的产率得到(2R)-2-氨基-3-甲基丁酸盐酸盐
  参考文献：
  名称：

  Enhanced Diastereoselectivity in the Asymmetric Ugi Reaction Using a New “Convertible” Isonitrile

  摘要：

  DOI：

  10.1021/jo982186e

文献信息

• A Stereoselective synthesis of n-boc-α-amino alcohols and α-amino acids
  作者：Philipp Ermert、Jsabella Meyer、Christoph Stucki、Jörg Schneebeli、Jean-Pierre Obrecht

  DOI：10.1016/s0040-4039(00)80272-5

  日期：1988.1

  A stereoselective synthesis of N-Boc-α-amino alcohols and α-amino acids the addition of Grignard reagents to the chiral electrophilic glycine equivalent α-bromo-N-Boc- glycine(−)phenylmenthylester is described.

  描述了N-Boc-α-氨基醇和α-氨基酸的立体选择性合成，向手性亲电甘氨酸当量α-溴-N-Boc-甘氨酸（-）苯基薄荷基酯中添加了格氏试剂。
• [EN] SUBSTITUTED N-(2-(AMINO)-2-OXOETHYL)BENZAMIDE INHIBITORS OF AUTOTAXIN AND THEIR PREPARATION AND USE IN THE TREATMENT OF LPA-DEPENDENT OR LPA-MEDIATED DISEASES<br/>[FR] N-(2-AMINO)-2-OXOÉTRIYLBENZAMIDES SUBSTITUÉS EN TANT QU'INHIBITEURS D'AUTOTAXINE
  申请人：X RX DISCOVERY INC

  公开号：WO2015175171A1

  公开（公告）日：2015-11-19

  The present invention relates to compounds according to Formula I and pharmaceutically acceptable salts, synthesis, intermediates, formulations, and methods of disease treatment therewith, including cancer, lymphocyte homing, chronic inflammation, neuropathic pain, fibrotic diseases, thrombosis, and cholestatic pruritus, mediated at least in part by ATX.

  本发明涉及符合式I的化合物及药用盐，以及与之相关的合成、中间体、配方和用于治疗疾病的方法，包括癌症、淋巴细胞归巢、慢性炎症、神经病痛、纤维化疾病、血栓形成和胆汁淤积性瘙痒，至少部分由ATX介导。
• [EN] COMPOUNDS WITH MATRIX-METALLOPROTEINASE INHIBITORY ACTIVITY<br/>[FR] COMPOSÉS AVEC ACTIVITÉ INHIBITRICE DE MÉTALLOPROTÉINASE DE MATRICE
  申请人：UNIV MUENSTER

  公开号：WO2013010573A1

  公开（公告）日：2013-01-24

  The present invention relates to the field of therapeutic and diagnostic agents and more specifically to compounds of formula (I) that are inhibitors of matrix-metalloproteinases (MMPs) and are useful in the treatment of diseases related thereto such as cardiovascular diseases, inflammatory diseases and malignant diseases. One embodiment of the invention is a compound of formula (I) labeled with a 18-fluorine atom having matrix metalloproteinase inhibitory activity suitable for diagnostic imaging. Also disclosed in the present invention is a pharmaceutical composition comprising the inhibitors of matrix-metalloproteinases (MMPs) of the invention or the corresponding labeled compounds useful as diagnostic imaging agents of the invention in a form suitable for mammalian administration. The invention furthermore discloses intermediates in the synthesis of the inhibitors of matrix-metalloproteinases (MMPs) of the invention and of the diagnostic imaging agents of the invention.

  本发明涉及治疗和诊断试剂领域，更具体地涉及一种具有式（I）的化合物，该化合物是基质金属蛋白酶（MMPs）的抑制剂，并且在治疗与之相关的疾病如心血管疾病、炎症性疾病和恶性疾病方面有用。本发明的一个实施例是一种带有18-氟原子的式（I）化合物，具有适用于诊断成像的基质金属蛋白酶抑制活性。本发明还公开了一种包含本发明的基质金属蛋白酶（MMPs）抑制剂或相应标记化合物的制药组合物，适合于哺乳动物管理。此外，本发明还公开了在合成本发明的基质金属蛋白酶（MMPs）抑制剂和诊断成像剂中的中间体。
• Solution-Phase Synthesis of a Hindered <i>N</i>-Methylated Tetrapeptide Using Bts-Protected Amino Acid Chlorides:  Efficient Coupling and Methylation Steps Allow Purification by Extraction
  作者：Edwin Vedejs、Chutima Kongkittingam

  DOI：10.1021/jo9914115

  日期：2000.4.1

  N-Benzothiazole-2-sulfonyl (Bts)-protected amino acid chlorides were used to prepare the hindered cyclosporin 8-11 tetrapeptide subunit 1. The synthesis was performed via 3a and the deprotected amines 5a, 13, and 19, including three repeated cycles involving N-methylation using iodomethane/potassium carbonate, deprotection of the Bts group, and N-acylation with a N-Bts-amino acid chloride such as 9b

  使用N-苯并噻唑-2-磺酰基（Bts）保护的氨基酸氯化物制备受阻的环孢菌素8-11四肽亚基1。通过3a和脱保护的胺5a，13和19进行合成，包括三个重复循环包括使用碘甲烷/碳酸钾进行N-甲基化，Bts基团的脱保护以及用N-Bts-氨基酸氯化物（如9b或9c）进行N-酰化。在比较的三种Bts裂解方法（H3PO2 / THF； NaBH4 / EtOH； PhSH / K2CO3）中，第三种给出的总收率更高。用Bts保护的N-甲基氨基酸氯化物10b对5a进行N-酰化再脱保护也非常有效，并且可以用作11的替代途径。无需色谱法即可分离出每种脱保护的胺，无需使用简单的萃取方法即可去除中性物质。副产品。
• Chiral permselectivity in nanoporous opal films surface-modified with chiral selector moieties
  作者：Julie Cichelli、Ilya Zharov

  DOI：10.1039/b617607k

  日期：——

  The chiral permselectivity in thin opal films modified on the silica surface with chiral selector moieties was studied as a function of opal film geometry, supporting electrolyte concentration, solvent polarity, and chiral selector and linker structure. While opal film thickness, supporting electrolyte concentration and linker length and structure did not have a significant influence on the chiral permselectivity, the nanopore size, solvent polarity and selector structure had a pronounced effect. These observations are in agreement with the chiral selectivity mechanism in the opal films in which the permeating enantiomers are transported with different rates through the surface utilizing non-covalent interactions between the chiral permeant molecules and surface-bound chiral selectors. The chiral selectivity (transport rate ratio for S and R enantiomers) achieved in the present study was 4.5, which is one of the highest reported for chiral membranes.

  研究了在二氧化硅表面用手性选择分子修饰的蛋白石薄膜的手性全选择性与蛋白石薄膜的几何形状、支持电解质浓度、溶剂极性以及手性选择分子和连接体结构的函数关系。虽然乳白膜厚度、支持电解质浓度以及连接体长度和结构对手性全选择性没有显著影响，但纳米孔径、溶剂极性和选择器结构却有明显影响。这些观察结果与蛋白石薄膜的手性选择机理一致，即利用手性渗透分子与表面结合的手性选择器之间的非共价作用，渗透对映体以不同的速率通过表面进行传输。本研究中达到的手性选择性（S 和 R 对映异构体的传输速率比）为 4.5，是所报道的手性膜中最高的选择性之一。