benzyl (2-azido-2-oxoethyl)carbamate | 50622-95-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: benzyl (2-azido-2-oxoethyl)carbamate
• 英文别名: Z-Gly-N3；Cbz-Gly-N₃；N-benzyloxycarbonyl-glycyl azide；N-Benzyloxycarbonyl-glycylazid；benzyl N-(2-azido-2-oxoethyl)carbamate
• CAS: 50622-95-2
• 化学式: C₁₀H₁₀N₄O₃
• 分子量: 234.214
• InChiKey: PGZCSOUKSKIPTC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  69.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  benzyl (2-azido-2-oxoethyl)carbamate 在 sodium carbonate 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 2.0h， 生成 N-苄氧羰基甘氨酰胺
  参考文献：
  名称：

  Mulliez, Michel, Bulletin de la Societe Chimique de France, 1985, # 6, p. 1211 - 1218

  摘要：

  DOI：
• 作为产物：
  描述：

  N-Cbz-甘氨酸乙酯 在 盐酸 、 乙醇 、 一水合肼 、 溶剂黄146 、 sodium nitrite 作用下， 反应 2.0h， 生成 benzyl (2-azido-2-oxoethyl)carbamate
  参考文献：
  名称：

  Optical Rotation of Peptides. I. Glycine and Alanine Dipeptides¹

  摘要：

  DOI：

  10.1021/ja01151a512

文献信息

• 3,3-Dichloro-1,2-diphenylcyclopropene (CPICl)-Mediated Synthesis of Nα-Protected Amino Acid Azides and α-Ureidopeptides
  作者：Vommina Sureshbabu、Nageswara Panguluri、M. Samarasimhareddy、C. Madhu

  DOI：10.1055/s-0033-1340864

  日期：——

  Rapid synthesis of acid azides via in situ generation of acid chlorides using CPICl as chlorinating agent from the corresponding Nα-protected amino acids is described. Also the conversion of acid azides into ureidopeptides through the Curtius rearrangement under ultrasonication is delineated. The mildness of the protocol renders the acid-sensitive substrates to afford the corresponding amino acid azides

  描述了通过使用 CPICl 作为氯化剂从相应的 Nα 保护氨基酸原位生成酰氯来快速合成酸叠氮化物。还描述了在超声作用下通过 Curtius 重排将酸叠氮化物转化为脲肽。该协议的温和性使酸敏感底物以良好的产量提供相应的氨基酸叠氮化物和脲基肽。二苯基环丙烯酮也已从反应混合物中回收并重新使用。
• Epitaxial growth of ZnO films on Si(111)
  作者：Ashutosh Tiwari、M. Park、C. Jin、H. Wang、D. Kumar、J. Narayan

  DOI：10.1557/jmr.2002.0361

  日期：2002.10

  In this paper, we report the growth of ZnO films on silicon substrates using a pulsed laser deposition technique. These films were deposited on Si(111) directly as well as by using thin buffer layers of AlN and GaN. All the films were found to have c-axis-preferred orientation aligned with normal to the substrate. Films with AlN and GaN buffer layers were epitaxial with preferred in-plane orientation, while those directly grown on Si(111) were found to have random in-plane orientation. A decrease in the frequency of the Raman mode and a red shift of the band-edge photoluminescence peak due to the presence of tensile strain in the film, was observed. Various possible sources for the observed biaxial strain are discussed.

  在本文中，我们报告了利用脉冲激光沉积技术在硅基底上生长氧化锌薄膜的情况。这些薄膜直接沉积在硅(111)上，也使用了氮化铝和氮化镓薄缓冲层。所有薄膜都具有与基底法线对齐的 c 轴优先取向。使用氮化铝和氮化镓缓冲层的薄膜具有优先面内取向的外延，而直接生长在硅(111)上的薄膜则具有随机面内取向。由于薄膜中存在拉伸应变，拉曼模式的频率降低，带边光致发光峰发生红移。讨论了观察到的双轴应变的各种可能来源。
• High‐Fidelity End‐Functionalization of Poly(ethylene glycol) Using Stable and Potent Carbamate Linkages
  作者：Shengyu Shi、Chenzhi Yao、Jie Cen、Lei Li、Guhuan Liu、Jinming Hu、Shiyong Liu

  DOI：10.1002/anie.202006687

  日期：2020.10.5

  and high‐fidelity PEG‐amine with carbamate linkage was obtained, as seen from the clean MALDI‐TOF MS pattern. The carbamate strategy was further applied to the synthesis of high‐fidelity multi‐functionalized PEG with varying reactive groups. Compared to with an ester linkage, amphiphilic PEG‐PS block copolymers bearing carbamate junction linkage exhibits preferential self‐assembly tendency into vesicles

  商业PEG-胺的质量不可靠，常规PEG官能化依赖于酯化和醚化步骤，存在转化不完全，苛刻的反应条件和官能团不相容的问题。为了解决这些挑战，我们提出了具有氨基甲酸酯键的PEG功能化的有效策略。通过对末端胺的碱度进行微调，可以得到具有氨基甲酸酯键的稳定和高保真度的PEG-胺，如纯净的MALDI-TOF MS模式所示。氨基甲酸酯策略被进一步应用于具有不同反应基团的高保真多官能团PEG的合成。与酯键相比，带有氨基甲酸酯键的两亲性PEG-PS嵌段共聚物表现出优先的自组装倾向。此外，
• Understanding nanoindentation unloading curves
  作者：G. M. Pharr、A. Bolshakov

  DOI：10.1557/jmr.2002.0386

  日期：2002.10

  Experiments have shown that nanoindentation unloading curves obtained with Berkovich triangular pyramidal indenters are usually welldescribed by the power-law relation P = α(h − h_f)^m, where h_f is the final depth after complete unloading and α and m are material constants. However, the power-law exponent is not fixed at an integral value, as would be the case for elastic contact by a conical indenter (m = 2) or a flat circular punch (m = 1), but varies from material to material in the range m = 1.2–1.6. A simple model is developed based on observations from finite element simulations of indentation of elastic–plastic materials by a rigid cone that provides a physical explanation for the behavior. The model, which is based on the concept of an indenter with an “effective shape” whose geometry is determined by the shape of the plastic hardness impression formed during indentation, provides a means by which the material constants in the power law relation can be related to more fundamental material properties such as the elastic modulus and hardness. Simple arguments are presented from which the effective indenter shape can be derived from the pressure distribution under the indenter.

  实验表明，使用伯克维奇三角锥形压头获得的纳米压痕卸载曲线通常可以用幂律关系 P = α（h - hf）m 很好地描述，其中 hf 是完全卸载后的最终深度，α 和 m 是材料常数。然而，幂律指数并不像锥形压头（m = 2）或扁圆冲头（m = 1）的弹性接触那样固定为一个整数值，而是在 m = 1.2-1.6 的范围内因材料而异。根据对刚性锥体压入弹塑性材料的有限元模拟观察，建立了一个简单的模型，为这种行为提供了物理解释。该模型基于一个具有 "有效形状 "的压头的概念，其几何形状由压入过程中形成的塑性硬度印痕的形状决定。通过该模型，可以将幂律关系中的材料常数与弹性模量和硬度等更基本的材料特性联系起来。本文提出了一些简单的论点，根据这些论点，可以从压头下的压力分布推导出有效压头形状。
• Studies on Hydroxy Amino Acids. IV. Syntheses of Several Peptides Containing Aziridinecarboxylic Acid Derived from the Corresponding Hydroxy Amino Acid Derivatives
  作者：Yasuo Nakagawa、Takashi Tsuno、Kiichiro Nakajima、Michio Iwai、Haruki Kawai、Kenji Okawa

  DOI：10.1246/bcsj.45.1162

  日期：1972.4

  The β-elimination reaction of the O-tosyl β-hiydroxy amino acid peptide derivative was thoroughly investigated. The N-tosyl-L-serylglycine ester and the N-tosyl-L-threonylglycine ester gave the N-tosyl-L-aziridinecarbonyl-glycine ester and the N-tosyl-3-methyl-L-aziridinecarbonylglycine ester as the resulting products respectively by the elimination reaction. On the other hand, the N-carbobenzoxyg

  对O-甲苯磺酰基β-羟基氨基酸肽衍生物的β-消除反应进行了彻底研究。N-甲苯磺酰-L-丝氨酰甘氨酸酯和N-甲苯磺酰-L-苏氨酰甘氨酸酯分别得到作为所得产物的N-甲苯磺酰-L-氮丙啶羰基-甘氨酸酯和N-甲苯磺酰-3-甲基-L-氮丙啶羰基甘氨酸酯通过消除反应。另一方面，N-carbobenzoxyglycyl-L-serylglycine 酯没有转化为氮丙啶肽衍生物；仅获得脱氢丙氨酸肽。然而，N-tosyl-L-phenylalanyl-L-threonylglycine 酯和 N-carbobenzoxyglycyl-L-threonylglycine 酯被转化为相应的氮丙啶肽，分别得到N-甲苯磺酰基-L-苯丙氨酰基-3-甲基-L-氮丙啶羰基甘氨酸酯和N-苯甲氧基甘氨酰基-3-甲基-L-氮丙啶羰基甘氨酸酯。结论是含有苏氨酸的肽很容易被β-消除剂转化为氮丙啶肽而不是丝氨酸肽。