Boc-[N-MeβAla]-o-Bzl | 344609-41-2

• 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-[N-MeβAla]-o-Bzl
• 英文别名: Benzyl N-(tert-butoxycarbonyl)-N-methyl-L-alaninate；benzyl (2S)-2-[methyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]propanoate
• CAS: 344609-41-2
• 化学式: C₁₆H₂₃NO₄
• 分子量: 293.363
• InChiKey: MQIVXQDASSKGNX-LBPRGKRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Boc-[N-MeβAla]-o-Bzl 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 N^α-methylalanine benzyl ester
  参考文献：
  名称：

  Rational design and synthesis of unsaturated 2,5-dioxopiperazine derivatives as potential protein tyrosine kinase inhibitors

  摘要：

  The first general method for the synthesis of a library of trifunctionalized (Z)-3-alkylidene-2,5-piperazinediones as potential protein tyrosine kinase inhibitors from commercially available amino compounds, alpha-keto acids and aldehydes using a novel cyclization/cleavage strategy on solid support is described. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)01599-8
• 作为产物：
  描述：

  BOC-N-甲基-L-丙氨酸 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 Boc-[N-MeβAla]-o-Bzl
  参考文献：
  名称：

  Peptide Derivative

  摘要：

  一种包括肽衍生物或其药用等效盐的药物组合物，其具有一般式R1N═C(R2)-AA1-AA2-AA3-AA4-Y，其中R1为氢，R2为甲基基团，Y为甲基氨基基团，AA1为酪氨酸基团，AA2为D-精氨酸基团，AA3为苯丙氨酸基团，AA4为N-甲基赖氨酸基团，在皮下和口服给药时对各种疼痛具有镇痛活性。

  公开号：

  US20080009448A1

文献信息

• A Racemization-Free Coupling Method for Peptides Having N-Methylamino Acids at the Carboxy-Termini.
  作者：Yasuhiro NISHIYAMA、Masaru TANAKA、Shoubu SAITO、Sou ISHIZUKA、Tomonori MORI、Keisuke KURITA

  DOI：10.1248/cpb.47.576

  日期：——

  To search for recemization-free coupling conditions for peptides having N-alkylamino acids at the carboxy-termini, a model coupling using Boc-Phe-MeAla-OH (MeAla, N-methylalanine) and H-Phe-OBzl was studied. When benzotriazolyl-N-oxytris(dimethylamino)phosphonium hexafluorophosphate or O-(7-azabenzotriazol-1-yl)-1, 1, 3, 3, -tetramethyluronium hexafluorophosphate was employed as a coupling reagent, no additives so far examined could sufficiently suppress the racemization of the carboxy-terminal MeAla residue. Though N-hydroxy compounds were not satisfactorily effective also in 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (WSCI)-mediated coupling, CuCl2 could eliminate the racemization of MeAla in the coupling with WSCI even at room temperature.

  为了寻找不含消旋化反应的肽偶联条件，特别是针对在羧基末端含有N-烷基氨基酸的肽，研究了一种使用Boc-Phe-MeAla-OH（MeAla代表N-甲基丙氨酸）和H-Phe-OBzl的模式偶联。当使用苯并三唑基-N-氧化三(二甲氨基)磷酸六氟磷酸盐或O-(7-氮杂苯并三唑-1-基)-1,1,3,3,-四甲基脲六氟磷酸盐作为偶联试剂时，迄今为止检查过的任何添加剂都无法充分抑制羧基末端MeAla残基的消旋化。虽然在1-乙基-3-(3-二甲氨基丙基)碳二亚胺盐酸盐（WSCI）介导的偶联中，N-羟基化合物的效果并不令人满意，但CuCl2即使在室温下也能消除通过WSCI进行偶联时的MeAla消旋化。
• Tamandarin analogs and fragments thereof and methods of making and using
  申请人：Joullie M. Madeleine

  公开号：US20070149446A1

  公开（公告）日：2007-06-28

  The present invention is directed to a compound of Formula I wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , W, X, Y, and Z are defined herein. The compounds of the present invention are useful as anticancer agents. Specifically, the compounds are useful for treating or preventing cancer and tumor growth. The present invention is also directed to compositions comprising a compound according to the above formula. The present invention is also directed to methods of using a compound according to the above formula.

  本发明涉及公式I中R1、R2、R3、R4、R5、R6、W、X、Y和Z所定义的化合物。本发明的化合物可用作抗癌剂。具体而言，这些化合物可用于治疗或预防癌症和肿瘤生长。本发明还涉及包括上述公式中化合物的组合物。本发明还涉及使用上述公式中化合物的方法。
• Chiral Supramolecular Polymer Formed via Host-Guest Complexation of an Octaphosphonate Biscavitand and a Chiral Diammonium Guest
  作者：Koki Hamada、Daisuke Shimoyama、Takehiro Hirao、Takeharu Haino

  DOI：10.1246/bcsj.20210452

  日期：2022.4.15

  which most likely followed a ring-chain mechanism. The cyclic oligomers and the supramolecular polymer chains were visualized by atomic force microscopy. Circular dichroism was observed when the octaphosphonate biscavitand and the chiral diammonium guest were mixed, which suggested that chirally twisted supramolecular polymers were formed.

  手性超分子聚合物是通过八膦酸盐双腔体和手性二铵客体的主客体络合构建的。等温滴定量热法确定主客体络合是焓和熵有利的，具有高结合常数。主客体溶液的扩散有序核磁共振光谱和粘度测定表明发生了超分子聚合，这很可能遵循环链机制。通过原子力显微镜观察环状低聚物和超分子聚合物链。当八膦酸盐双腔体和手性二铵客体混合时观察到圆二色性，这表明形成了手性扭曲的超分子聚合物。
• Solid-Phase Synthesis and Configurational Reassigment of Callipeltin E. Implications for the Structures of Callipeltins A and B
  作者：Selçuk Çalimsiz、Ángel I. Morales Ramos、Mark A. Lipton

  DOI：10.1021/jo060351h

  日期：2006.8.1

  Two possible isomers of the natural product callipeltin E (1, 5) were synthesized by using an Fmoc-based solid-phase strategy in 7 steps, in 20% and 26% overall yields, respectively. The H-1 NMR spectrum of synthetic 5 correlated closely with that of the natural product, whereas that of 1 did not, providing confirmation of the configurational reassignment of the N-terminal residue of callipeltin E as D-allothreonine. This result strongly implies that the corresponding residue in the closely related cyclic depsipeptides callipeltins A and B should also be considered a D-allothreonine residue.
• EP1613338A4
  申请人：——

  公开号：EP1613338A4

  公开（公告）日：2009-06-24