Boc-Gly-Ile-OH | 53481-49-5

• 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: Boc-Gly-Ile-OH
• 英文别名: Boc-Gly-Ile；N-Boc-glycyl isoleucine；(2S,3S)-2-(2-{[(tert-butoxy)carbonyl]amino}acetamido)-3-methylpentanoicacid；(2S,3S)-3-methyl-2-[[2-[(2-methylpropan-2-yl)oxycarbonylamino]acetyl]amino]pentanoic acid
• CAS: 53481-49-5
• 化学式: C₁₃H₂₄N₂O₅
• 分子量: 288.344
• InChiKey: SNKREAYNFLPVKN-WPRPVWTQSA-N

物化性质

• 沸点：
  499.6±30.0 °C(Predicted)
• 密度：
  1.122±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  20
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  105
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Boc-Gly-Ile-OH 在 lithium hydroxide 、 N,N'-二环己基碳二亚胺 作用下， 生成 Boc-Gly-Ile-Gly-Gly-Gly-Pro-Pro-Phe-OH
  参考文献：
  名称：

  Synthesis and biological evaluation of pseudostellarin B

  摘要：

  A new potent bioactive cyclic peptide pseudostellarin B has been synthesised. The structure was elucidated by elemental analyses, IR, H-1 NMR, C-13 NMR and FAB mass spectral data. The synthesised compound was also screened for its antibacterial, antifungal, antiinflammatory and anthelmintic activities. (C) 2001 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(01)01031-x
• 作为产物：
  描述：

  Boc-Gly-Ile-OMe 在 lithium hydroxide 作用下， 生成 Boc-Gly-Ile-OH
  参考文献：
  名称：

  Synthesis and biological evaluation of pseudostellarin B

  摘要：

  A new potent bioactive cyclic peptide pseudostellarin B has been synthesised. The structure was elucidated by elemental analyses, IR, H-1 NMR, C-13 NMR and FAB mass spectral data. The synthesised compound was also screened for its antibacterial, antifungal, antiinflammatory and anthelmintic activities. (C) 2001 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(01)01031-x

文献信息

• HIV protease inhibiting compounds
  申请人：Flentge A. Charles

  公开号：US20050131042A1

  公开（公告）日：2005-06-16

  A compound of the formula is disclosed as an HIV protease inhibitor. Methods and compositions for inhibiting an HIV infection are also disclosed.

  披露了一种公式的化合物作为HIV蛋白酶抑制剂。还披露了用于抑制HIV感染的方法和组合物。
• Succinimidyl Carbamate Derivatives fromN-Protected α-Amino Acids and Dipeptides―Synthesis of Ureidopeptides and Oligourea/Peptide Hybrids
  作者：Lucile Fischer、Vincent Semetey、Jose-Manuel Lozano、Arnaud-Pierre Schaffner、Jean-Paul Briand、Claude Didierjean、Gilles Guichard

  DOI：10.1002/ejoc.200601010

  日期：2007.5

  direct precursors of 1,3,5-triazepan-2,6-diones, a novel class of conformationally constrained dipeptide mimetics. Herein, we have evaluated the use of these building blocks for the synthesis of ureido-peptides (in solution and on solid support), peptidyl hydantoins, oligoureas and some oligo(urea/amide) hybrids. Conformational investigations by NMR of ureidotripeptide 6i and pentamer 10, consisting of alternating

  由多种N制备琥珀酰亚胺（1-[（烷氧基）羰基]氨基}-1-X-甲基）氨基甲酸酯（4）和琥珀酰亚胺[1-（酰氨基）-1-X-甲基]氨基甲酸酯（5）描述了 -Boc-、-Z- 或 -Fmoc 保护的 α-氨基酸和二肽以及氨基甲酸酯的结构特征。我们之前已经表明，源自 N-Boc 二肽的琥珀酰亚胺氨基甲酸酯 5 可以作为 1,3,5-三氮杂-2,6-二酮（一类新型的构象受限二肽模拟物）的直接前体。在此，我们评估了这些构件在合成脲基肽（在溶液中和在固体支持物上）、肽基乙内酰脲、低聚脲和一些低聚（脲/酰胺）杂化物的用途。脲基三肽 6i 和五聚体 10 的 NMR 构象研究，由交替的酰胺和脲组成，建议折叠构象（即尿素转向）以尿素键的顺，反（E，Z）几何形状为特征，填充在 [D5] 吡啶和 [D6] DMSO 溶液中。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim
• Synthetic studies on novel benzimidazolopeptides with antimicrobial, cytotoxic and anthelmintic potential
  作者：Rajiv Dahiya、Devender Pathak

  DOI：10.1016/j.ejmech.2006.11.015

  日期：2007.6

  presence of cupric chloride. The coupling of compounds 5-8 with different amino acid ester hydrochlorides/dipeptide/tripeptide/tetrapeptide methyl esters afforded novel benzimidazolopeptide derivatives 5a-f, 6a-h, 7a-g and 8a-g. The structures of all newly synthesized compounds were established on the basis of analytical, IR, (1)H NMR, (13)C NMR and mass spectral data. Selected peptide ester derivatives were

  在氯化铜的存在下，通过5,6-二甲基-6硝基硝基苯并咪唑与重氮化的取代/未取代的氨基苯甲酸相互作用，合成了四个取代的苯并咪唑基-苯甲酸/水杨酸5-8。将化合物5-8与不同的氨基酸酯盐酸盐/二肽/三肽/四肽甲酯偶联，得到新的苯并咪唑并肽衍生物5a-f，6a-h，7a-g和8a-g。所有新合成的化合物的结构都是基于分析，IR，（1）H NMR，（13）C NMR和质谱数据确定的。通过使用氢氧化锂（LiOH）进一步水解选定的肽酯衍生物，得到相应的酸衍生物5b（a）-d（a​​），6e（a）-g（a），7c（a）-e（a）和8e （a）-g（a）。筛选所有肽衍生物的抗微生物，驱虫和细胞毒性活性。几乎所有新合成的苯并咪唑类肽对所有三种earth均表现出中等至良好的驱虫活性，对病原性真菌白色念珠菌和黑曲霉，革兰氏阴性细菌铜绿假单胞菌和大肠杆菌具有良好的抗菌活性。化合物8g和8g（a）对道尔顿氏淋巴瘤腹
• An improved attachment of N-protected amino acid and peptide to chloromethylated polystyrene-divinylbenzene resin.
  作者：KENJI SUZUKI、NOBUYOSHI ENDO

  DOI：10.1248/cpb.25.1143

  日期：——

  N-Protected amino acyl-or peptidyl-resin was prepared in good yield without racemization, when about a half equivalent amount of 1, 5-diaza-bicyclo [4, 3, 0] nonene-5 (DBN) or 1, 8-diaza-bicyclo [5, 4, 0] undecene-7 (DBU) salt of N-protected amino acid or peptide was allowed to react with chloromethylated polystyrene-2%-divinylbenzene resin (chlorine content 0.66 millimole per gram) at 50°for 28 hours. The unchanged chloromethyl group was acetylated quantitatively by the reaction with large excess of DBN salt of acetic acid.

  当约一半当量的N-保护氨基酸或肽的1,5-二氮杂二环[4.3.0]壬烯-5(DBN)或1,8-二氮杂二环[5.4.0]十一烯-7(DBU)盐与氯甲基化聚苯乙烯-2%二乙烯基苯树脂（氯含量0.66毫摩尔每克）在50°C反应28小时时，可以制备得到高产率的N-保护氨基酰基或肽基树脂，且无消旋化现象发生。未反应的氯甲基团通过与过量DBN盐的乙酸反应，定量地被乙酰化。
• Guanidine hydrochloride as an organocatalyst for N-Boc protection of amino groups
  作者：Fatemeh Jahani、Mahmood Tajbakhsh、Hamid Golchoubian、Samad Khaksar

  DOI：10.1016/j.tetlet.2011.01.023

  日期：2011.3

  A simple and efficient method for the chemoselective N-Boc protection of the amine moiety in a variety of compounds is described using di-tert-butyl dicarbonate and guanidine hydrochloride as an organocatalyst in ethanol at 35-40 degrees C. Selective mono-N-Boc protection of diamines and chemoselective protection of hydroxylamines without formation of any side products is achieved. Amino acids and peptides are N-Boc protected efficiently in excellent yields under convenient reaction conditions. (C) 2011 Elsevier Ltd. All rights reserved.