cyclo(-L-Val-D-Val-) | 19943-14-7

• 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: cyclo(-L-Val-D-Val-)
• 英文别名: (3R,6S)-3,6-Diisopropylpiperazin-2,5-dion；(3R,6S)-3,6-di(propan-2-yl)piperazine-2,5-dione
• CAS: 19943-14-7；676363-82-9
• 化学式: C₁₀H₁₈N₂O₂
• 分子量: 198.265
• InChiKey: QGMAWEIDGADSAC-OCAPTIKFSA-N

物化性质

• 熔点：
  200 °C
• 沸点：
  428.7±38.0 °C(Predicted)
• 密度：
  1.012±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  58.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  cyclo(-L-Val-D-Val-) 、 碘甲烷 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 生成 cyclo-L-N-methylvalyl-D-N-methylvalyl
  参考文献：
  名称：

  Conformations of six N-methylated diketopiperazines in solution

  摘要：

  DOI：

  10.1021/ja00539a004
• 作为产物：
  描述：

  D-缬氨酸甲酯盐酸盐 在 钯 氢气 、 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 114.0h， 生成 cyclo(-L-Val-D-Val-)
  参考文献：
  名称：

  Facile Synthesis of Cyclic Dipeptides and Detection of Racemization

  摘要：

  通过回流二肽甲酯的甲醇溶液，合成了几个高产率和高纯度的环状二肽。通过Fischer法、Nitecki法和当前的甲醇回流法准备的环状二肽，在产率和光学纯度方面进行了比较。甲醇回流法通常能得到良好的结果。高效液相色谱法有效地应用于检测外消旋化。

  DOI：

  10.1246/bcsj.56.568

文献信息

• Heterogeneous Catalytic Hydrogenation of Chiral Amino Acid Methyl Esters to Amino Alcohols with Retention of Configuration Over Mg-Modified Cu/ZnO/Al2O3 Catalyst
  作者：Bing Zhan、Shuangshuang Zhang、Jun Yu、Xiuzheng Xiao、Xiaoming Guo、Dongsen Mao、Guanzhong Lu

  DOI：10.1007/s10562-017-2116-3

  日期：2017.8

  hydrogenation of amino acid methyl esters to chiral amino alcohols is an important and fascinating process. The CuZn0.3Mg0.1AlOx catalyst for the synthesis of chiral amino alcohols was prepared by the fractional co-precipitation method in the 50–100 g scale. The effect of the reduction gas on the catalytic activity, and the effects of the reaction conditions (R-p-m/Cat, temperature, reaction time, H2 pressure

  将氨基酸甲酯选择性氢化为手性氨基醇是一个重要且引人入胜的过程。用于合成手性氨基醇的 CuZn0.3Mg0.1AlOx 催化剂是通过分级共沉淀法以 50-100 g 的规模制备的。考察了还原气体对催化活性的影响，以及反应条件（Rpm/Cat、温度、反应时间、H2压力和溶剂）对R-苯基甘氨酸甲酯催化加氢反应（记为Rpm）的影响. 当 Rpm 在乙醇溶剂中在 5 MPa 的 H2 和 80°C 下在该被 H2 还原的催化剂上加氢 10 小时时，获得了 87.7% 的产率，具有~100% ee 值的 R-苯基甘氨醇，其反应活化能（Ea ) 为 36.7 kJ/mol。重复使用16次后，其催化活性几乎没有变化。
• 15N NMR spectroscopy. 19—spectroscopic characterization of cyclodipeptides (2,5-dioxopiperazines)
  作者：Hans R. Kricheldorf

  DOI：10.1002/mrc.1270130111

  日期：1980.1

  AbstractVarious cyclodipeptides containing glycine, alanine, leucine, valine, phenylalanine, phenylglycine and sarcosine units were synthesized by cyclization of dipeptide pentachlorophenyl esters. The 13C and natural abundance 15N NMR spectra of these heterocycles were measured in trifluoroacetic acid and compared with the spectra of the corresponding amino acids and polypeptides. The 13C NMR carbonyl signals of all cyclodipeptides show a 1.5–4.0 ppm upfield shift relative to the corresponding polypeptides. The 15N NMR signals show no such consistent relationship. The substituent effects and the neighbouring residue effects observed in the 15N NMR spectra of the cyclodipeptides are different from those of polypeptides, while the one bond NH coupling constant of cis and trans amide groups was almost identical. The nitrogen and the carbonyl signal of the Gly units in cyclo‐Gly‐Phe show an extraordinary downfield shift, reflecting the interaction of the phenyl group with the 2,5‐dioxopiperazine ring.
• Naraoka, Hiroshi; Harada, Kaoru, Journal of the Chemical Society. Perkin transactions I, 1986, p. 1557 - 1560
  作者：Naraoka, Hiroshi、Harada, Kaoru

  DOI：——

  日期：——
• RESIN COMPOSITION AND RESIN MOLDED PRODUCT
  申请人：SATO Noritaka

  公开号：US20100081766A1

  公开（公告）日：2010-04-01

  A resin composition includes a polyester capable of forming a crystal structure, and a substance represented by the following general structural formula (1), the substance represented by the following general structural formula (1) has a dehydration-condensed structure of two molecules of natural product-derived α-amino acids or a substitution structure thereof, and the two molecules of α-amino acids are not simultaneously glycine. In the above general structural formula, R1, R2, R3, and R4 indicate groups or substituent groups thereof bonded to the α carbons of the α-amino acids.
• US8524830B2
  申请人：——

  公开号：US8524830B2

  公开（公告）日：2013-09-03