ethyl L-valylglycinate | 60654-81-1

• 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: ethyl L-valylglycinate
• 英文别名: H-Val-Gly-OC2H5；L-Val-Gly-OEt；Val-Gly-OEt；L-Valyl-glycin-aethylester；ethyl 2-[[(2S)-2-amino-3-methylbutanoyl]amino]acetate
• CAS: 60654-81-1
• 化学式: C₉H₁₈N₂O₃
• 分子量: 202.254
• InChiKey: UTAATZCKDKSOGX-QMMMGPOBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  81.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl L-valylglycinate 在 盐酸 、 正丁基锂 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 99.17h， 生成 L-缬氨酸甲酯
  参考文献：
  名称：

  Schoellkopf, Ulrich; Groth, Ulrich; Deng, Chuanzheng, Angewandte Chemie, 1981, vol. 93, # 9, p. 793 - 795

  摘要：

  DOI：
• 作为产物：
  描述：

  CBZ-L-缬氨酸 在 palladium on activated charcoal 氢气 、 氯甲酸乙酯 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 16.17h， 生成 ethyl L-valylglycinate
  参考文献：
  名称：

  A New Route toward 4-Substituted Pyrazino[2,1-b]quinazoline-3,6-dione Systems. Total Synthesis of Glyantrypine

  摘要：

  Treatment of sodium N-(o-azidobenzoyl)aminoacylglycinates 8 with acetic anhydride afforded 1-acetyl-4-(o-azidobenzoyl)-2,5-piperazinediones 7, with complete retention of the stereochemistry. The intramolecular aza Wittig reactions of compounds 7 in the presence of tributylphosphine followed by deacetylation gave 1,2-unsubstituted pyrazino[2,1-b]quinazoline-3,6-diones 1. This route was adapted to the synthesis of both enantiomers of the alkaloid glyantrypine.

  DOI：

  10.1021/jo991626e

文献信息

• HEPATITIS C VIRUS INHIBITORS AND USES THEREOF IN PREPARATION OF DRUGS
  申请人：CHANGZHOU YINSHENG PHARMACEUTICAL CO., LTD.

  公开号：US20170253614A1

  公开（公告）日：2017-09-07

  A series of hepatitis C virus (HCV) inhibitors and compositions and applications thereof in the preparation of drugs for treating chronic HCV infection. Especially, a series of compounds that are used as NS5A inhibitors, and compositions and uses thereof in the preparations of drugs.

  一系列丙型肝炎病毒（HCV）抑制剂及其组合物，以及在制备用于治疗慢性HCV感染的药物时的应用。特别是一系列用作NS5A抑制剂的化合物，以及在药物制剂中的组合物和用途。
• Synthesis of the heptadecapeptide corresponding to the entire amino acid sequence of salmon melanin-concentrating hormone (MCH).
  作者：KENJI OKAMOTO、KOICHI YASUMURA、KAZUYOSHI FUJITANI、YOSHIAKI KISO、HIROSHI KAWAUCHI、ICHIRO KAWAZOE、HARUAKI YAJIMA

  DOI：10.1248/cpb.32.2963

  日期：——

  The heptadecapeptide corresponding to the entire amino acid sequence of melaninconcentrating hormone (MCH), isolated from chum salmon pituitaries, was synthesized by successive condensation of four peptide fragments and the N-terminal amino acid, i. e., Boc-(14-17)-OBzl, Boc-(9-13)-OH, Boc-(5-8)-NHNH2, Boc-(2-4)-NHNH2 and Boc-Asp (OBzl)-OH, followed by deprotection with 1 M trifluoromethanesulfonic acid-thioanisole in trifluoroacetic acid (TFA) and disulfide formation through the S-sulfonate. When melanin-concentrating activity was measured on a tilapia scale, the minimum effective concentration of the synthetic peptide was equivalent to that of natural salmon MCH (1nM).

  从大麻哈鱼脑下垂体中分离出的、与促黑激素（MCH）整个氨基酸序列相对应的十七肽，是通过四个肽片段和N-端氨基酸，即Boc-(14-17)-OBzl、Boc-(9-13)-OH、Boc-(5-8)-NHNH2、Boc-(2-4)-NHNH2 和Boc-Asp(OBzl)-OH，依次缩合合成，随后用三氟乙酸（TFA）中的1M三氟甲磺酸-硫茴处理，通过S-磺酸酯形成二硫键并去保护。当在罗非鱼身上测量促黑活性时，合成肽的最小有效浓度与天然大麻哈鱼MCH的浓度（1nM）相当。
• Unique sequence in deltorphin C confers structural requirement for δ opioid receptor selectivity
  作者：LH Lazarus、S Salvadori、P Grieco、WE Wilson、R Tomatis

  DOI：10.1016/0223-5234(92)90113-f

  日期：1992.11

  A series of deltorphin C (H-Tyr-D-Ala-Phe-Asp-Val-Val-Gly-NH2) analogues were synthesized to assess the consequences of changing anionic and hydrophobic residues on delta receptor selectivity. Analogues with altered C-terminal groups, inverted sequences, or esterified with tert-butyl, benzyl, or ethyl groups revealed that high delta selectivity required an unmodified amino acid sequence. Shifts of Asp and hydrophobic residues decreased delta selectivity due to loss in delta affinity (5- to almost-equal-to 700-fold); mu affinity was unchanged or increased 14-fold. Suppression of charge or deamidation diminished delta selectivity through reduced delta and modified mu affinities. Data provide evidence that a negative charge does not a priori guarantee high selectivity and specific alignment of anionic and hydrophobic residues might facilitate optimum spatial configuration which complements the 8 receptor binding site.
• Giori; Mazzotta; Vertuani, Farmaco, Edizione Scientifica, 1981, vol. 36, # 12, p. 1019 - 1028
  作者：Giori、Mazzotta、Vertuani、Guarneri、Pancaldi、Brunelli

  DOI：——

  日期：——
• Sakarellos,C. et al., Bulletin de la Societe Chimique de France, 1976, p. 781 - 788
  作者：Sakarellos,C. et al.

  DOI：——

  日期：——