N-(tert-butoxycarbonyl)-(S)-alanine cesium salt | 42538-65-8

• 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: N-(tert-butoxycarbonyl)-(S)-alanine cesium salt
• 英文别名: N-tert-butoxycarbonyl-L-alanine cesium salt；cesium salt of Boc-Ala；Boc-Ala cesium salt；N-[(1,1-dimethylethoxy)carbonyl]-L-alanine cesium salt；L-2-tert-butoxycarbonylamino-propionic acid; cesium salt；caesium salt of BOC-L-alanine；cesium salt of Boc-alanine；cesium;(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate
• CAS: 42538-65-8
• 化学式: C₈H₁₄NO₄*Cs
• 分子量: 321.109
• InChiKey: SYJBOUWNQZCTET-JEDNCBNOSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -3.35
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  78.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(tert-butoxycarbonyl)-(S)-alanine cesium salt 在 palladium on activated charcoal 4-二甲氨基吡啶 、 氨 、 氢气 、 N,N'-二环己基碳二亚胺 作用下， 以 甲醇 、 乙酸乙酯 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 2.0h， 生成 1-Boc-5-methylimidazolidine-2,4-dione
  参考文献：
  名称：

  Gunnarsson, Kerstin; Ragnarsson, Ulf, Acta Chemica Scandinavica, 1990, vol. 44, # 7, p. 944 - 951

  摘要：

  DOI：
• 作为产物：
  描述：

  N-叔丁氧羰基-L-丙氨酸 在 caesium carbonate 作用下， 以 乙醇 、 水 为溶剂， 以69%的产率得到N-(tert-butoxycarbonyl)-(S)-alanine cesium salt
  参考文献：
  名称：

  PRODRUGS OF THYROID HORMONE ANALOGS

  摘要：

  本文提供了以下式(I)的化合物： 以及其药学上可接受的盐，其中取代基如规范中所披露的那样。这些化合物及含有它们的药物组合物对于治疗肥胖、高脂血症、高胆固醇血症和糖尿病等疾病非常有用，也可能对其他疾病如NASH、动脉粥样硬化、心血管疾病、甲状腺功能减退症、甲状腺癌及其他相关疾病和疾病有用。

  公开号：

  US20090082310A1

文献信息

• Improved Synthesis of Amino Acid and Dipeptide Chloromethyl Esters Using Bromochloromethane
  作者：Paula Gomes、Maria Isabel Santos、Maria Joaquina Trigo、Raquel Castanheiro、Rui Moreira

  DOI：10.1081/scc-120018930

  日期：2003.1.6

  Abstract Peptide chloromethyl esters are important compounds in prodrug synthesis. A simple, mild and efficient method for the synthesis of chloromethyl esters of N-blocked amino acids and dipeptides using exclusively bromochloromethane is reported. These N-blocked amino acid and dipeptide chloromethyl esters react readily with the carboxylic acid group of aspirin and with the sulfonamido group of

  摘要 肽氯甲酯是前药合成中的重要化合物。报道了一种仅使用溴氯甲烷合成 N 封闭氨基酸和二肽的氯甲酯的简单、温和且有效的方法。这些 N 封闭的氨基酸和二肽氯甲酯很容易与阿司匹林的羧酸基团和抗疟药磺胺二甲嘧啶的磺胺基反应，得到相应的前药。
• Solid-phase, solution, and segment condensation peptide syntheses incorporating chromium carbene complex-derived nonproteinogenic ("unnatural") amino acid fragments
  作者：Shon R. Pulley、Louis S. Hegedus

  DOI：10.1021/ja00073a020

  日期：1993.10

  solid-supported peptide. This photochemical methodology could be used iteratively, but it lacked efficiency. The procedure was most effective for segment condensation peptide synthesis. A tripeptide fragment containing two nonproteinogenic amino acids was synthesis by chromium carbene complex photochemistry. This tripeptide was incorporated into a merrifield resin supported tripeptide, deprotected,

  在三肽甲酯存在下，光学活性铬氨基卡宾配合物的光解以良好的产率和良好的非对映选择性得到受保护的四肽甲酯。在 Merrifield 树脂支持的氨基酸或三肽存在下，这些相同的卡宾复合物的光解导致铬卡宾复合物衍生的氨基酸片段并入固体支持的肽中。这种光化学方法可以反复使用，但缺乏效率。该程序对于片段缩合肽合成最有效。通过铬卡宾复合光化学合成含有两个非蛋白氨基酸的三肽片段。该三肽被掺入到梅里菲尔德树脂支持的三肽中，去保护，
• PRIMARY AMINE COMPOUND OR SECONDARY AMINE COMPOUND-ACIDIC POLYSACCHARIDE CONJUGATE AND PRODUCTION METHOD THEREFOR
  申请人：Seikagaku Corporation

  公开号：US20220040318A1

  公开（公告）日：2022-02-10

  Provided is a novel conjugate of a primary or secondary amine compound with an acidic polysaccharide, which is a compound represented by Formula (I) or a pharmaceutically acceptable salt thereof, where in Formula (I), D, R 1 , R 2 , A, and Poly are as defined in the specification.

  提供的是一种主要或次要胺化合物与酸性多糖结合的新型共轭物，该化合物由式（I）表示或其药用盐，其中在式（I）中，D、R1、R2、A 和 Poly 如规范中定义。
• Boc SPPS of two hydrophobic peptides using a “solubilising tail” strategy: dodecaalanine and chemotactic protein 1042–55
  作者：Darren R. Englebretsen、Paul F. Alewood

  DOI：10.1016/0040-4039(96)01910-7

  日期：1996.11

  The solid phase syntheses of the hydrophobic peptides dodecaalanine and chemotactic protein-1042–55 were achieved using a “solubilising tail” strategy. Peptide constructs of the form H-hydrophobic peptide-glycolamide ester-(Gly-Arg)4-Gly-OH were synthesised by Boc SPPS. The peptide-constructs were soluble in water, which allowed their purification by HPLC. Treatment of the purified H-hydrophobic peptide-glycolamide

  疏水肽十二丙氨酸和趋化蛋白10 42-55的固相合成是通过“增溶尾巴”策略实现的。通过Boc SPPS合成H-疏水性肽-乙醇酰胺酯-（Gly-Arg）4 -Gly-OH形式的肽构建体。肽构建体可溶于水，从而可以通过HPLC纯化。用温和的水性碱处理纯化的H-疏水性肽-乙醇酰胺酯-（Gly-Arg）4 Gly-OH构建体，得到纯的疏水性肽。
• HYCRON, an Allylic Anchor for High-Efficiency Solid Phase Synthesis of Protected Peptides and Glycopeptides
  作者：Oliver Seitz、Horst Kunz

  DOI：10.1021/jo960743w

  日期：1997.2.1

  The recently developed allylic HYCRON anchor(1) exhibits excellent properties for the solid phase synthesis of protected peptides and glycopeptides. Model reactions with analogous low molecular weight compounds assessed the acid- and base-stability of the polar and flexible HYCRON linkage. The new anchor is available in a two-step synthesis and allows the use of both the Boc- and the Fmoc-strategy, which can even be combined within one synthesis. Protected glycopeptides are released under almost neutral conditions, taking advantage of the Pd(O)-catalyzed allyl transfer to a weakly basic nucleophile such as N-methylaniline. The highly efficient synthesis of O-alpha GalNAc-(T-N)-peptides of the MUC-1 repeating unit is described. Acid- and base-stability of the allyl ester linkage enabled the synthesis of an O-glucosylated peptide by first removing a threonine tert-butyl group on the solid phase and subsequently glycosylating the liberated resin-bound hydroxyl component.