5-amino-2-hydroxypentanoic acid | 66960-54-1

• 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: 5-amino-2-hydroxypentanoic acid
• 英文别名: 5-Amino-2-hydroxy-valeriansaeure；5-amino-2-hydroxy-valeric acid；1-Oxy-4-amino-butan-carbonsaeure-(1)；α-Oxy-δ-amino-n-valeriansaeure；α-Oxy-δ-amino-butan-α-carbonsaeure；α-hydroxy-δ-aminovaleric acid；5-Amino-pentanol-(2)-saeure
• CAS: 66960-54-1
• 化学式: C₅H₁₁NO₃
• mdl: MFCD19203835
• 分子量: 133.147
• InChiKey: IWBTVBUNSFJIIE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.3
• 重原子数：
  9
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  83.6
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-amino-2-hydroxypentanoic acid 在 1-羟基苯并三唑 、 戴斯-马丁氧化剂 、 N,N-二异丙基乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 formamide 、 乙腈 为溶剂， 反应 30.5h， 生成 (E)-5-[[bis[[(1,1-dimethoxy)carbonyl]amino]methylene]amino]-2-oxopentanoyl-N-[2-(4-acetoxyphenyl)ethenyl]glycinamide
  参考文献：
  名称：

  Total Syntheses of (±)-Anchinopeptolide D and (±)-Cycloanchinopeptolide D

  摘要：

  The first synthesis of (+/-)-anchinopeptolide D (4) has been accomplished in seven steps in 10% overall yield from octopamine hydrochloride (17), N-(Boc)glycine (16), and 5-amino-2-hydroxypentanoic acid (22). The key step is the aldol dimerization and hemiaminal formation of cr-keto amide 26, which gives primarily protected anchinopeptolide D 27 under kinetically controlled conditions. Cycloanchinopeptolide D (31) has been prepared by the unprecedented head-to-head photodimerization of the two hydroxystyrylamides of 4 using the hydrophobic effect in water to force the two side chains into close proximity so that [2 + 2] cycloaddition is faster than trans to cis double bond isomerization. Coupling of amine 21 with pyroglutamic acid affords the naturally occurring tripeptide 35, which had been assigned glutamic acid structure 34.

  DOI：

  10.1021/jo991454l
• 作为产物：
  描述：

  (2-cyano-ethyl)-nitro-malonic acid diethyl ester 在 甲醇 、 镍 作用下， 110.0 ℃ 、7.84 MPa 条件下， 生成 5-amino-2-hydroxypentanoic acid
  参考文献：
  名称：

  Akabori et al., Nippon Kagaku Zasshi, 1956, vol. 77, p. 490

  摘要：

  DOI：

文献信息

• Derivatives of an antibiotic XK-62-2 and the process for the production
  申请人：Abbott Laboratories

  公开号：US04076931A1

  公开（公告）日：1978-02-28

  New derivatives of an antibiotic XK-62-2 are produced by chemically modifying the antibiotic XK-62-2. The new derivatives are 1-N-(.alpha.-hydroxy-.delta.-aminovaleryl)XK-62-2 and 1-N-(.alpha.-hydroxy-.epsilon.-aminocaproyl)XK-62-2 as well as acid addition salts thereof.

  通过对抗生素XK-62-2进行化学修饰，产生了新的衍生物。这些新的衍生物是1-N-(α-羟基-δ-氨基戊酰基)XK-62-2和1-N-(α-羟基-ε-氨基癸酰基)XK-62-2，以及它们的酸加成盐。
• Phosphinyloxy, oxime and carboxylic acid derivatives which are useful as carboxypeptidase U inhibitors
  申请人：Linschoten Marcel

  公开号：US20060079484A1

  公开（公告）日：2006-04-13

  The present invention relates to compounds of Formula I, and pharmaceutically acceptable salts or solvates thereof, or solvates of such salts, which compounds inhibit carboxypeptidase U and thus can be used in the prevention and treatment of diseases associated with carboxypeptidase U. In further aspects, the invention relates to compounds of the invention for use in therapy; to processes for preparation of such new compounds; to pharmaceutical compositions containing at least one compound of the invention, or a pharmaceutically acceptable salt or solvate thereof, as active ingredient; and to the use of the active compounds in the manufacture of medicaments for the medical use indicated above.

  本发明涉及I式化合物及其药学上可接受的盐或溶剂，或这些盐的溶剂，这些化合物抑制羧肽酶U，因此可用于预防和治疗与羧肽酶U相关的疾病。此外，本发明还涉及用于治疗的本发明化合物；制备这些新化合物的过程；包含本发明化合物中至少一种作为活性成分的药物组合物；以及在制造上述医疗用途的药物中使用活性化合物。
• Soerensen; Hoeyrup; Andersen, Hoppe-Seyler's Zeitschrift fur Physiologische Chemie, 1911, vol. 76, p. 85
  作者：Soerensen、Hoeyrup、Andersen

  DOI：——

  日期：——
• Fischer,E.; Zemplen, Chemische Berichte, 1909, vol. 42, p. 4891
  作者：Fischer,E.、Zemplen

  DOI：——

  日期：——
• Felix; Mueller, Hoppe-Seyler's Zeitschrift fur Physiologische Chemie, 1928, vol. 174, p. 113
  作者：Felix、Mueller

  DOI：——

  日期：——