p-methylbenzyl mercapturic acid | 192227-89-7

• 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: p-methylbenzyl mercapturic acid
• 英文别名: N-Acetyl-S-[(4-methylphenyl)methyl]-L-cysteine；(2R)-2-acetamido-3-[(4-methylphenyl)methylsulfanyl]propanoic acid
• CAS: 192227-89-7
• 化学式: C₁₃H₁₇NO₃S
• 分子量: 267.349
• InChiKey: GIZNISHGKBUYFW-LBPRGKRZSA-N

物化性质

• 沸点：
  514.4±50.0 °C(Predicted)
• 密度：
  1.218±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  91.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  BOC-L-亮氨酸 、 L-乳酸 、 BOC-L-苯丙氨酸 、 p-methylbenzyl mercapturic acid 生成
  参考文献：
  名称：

  p-Nitromandelic Acid as a Highly Acid-Stable Safety-Catch Linker for Solid-Phase Synthesis of Peptide and Depsipeptide Acids

  摘要：

  p-Nitromandelic acid as a safety-catch linker for Boc/Bzl-SPPS of base-labile compounds like peptides and depsipeptides is described. This linker permits acidic removal of side-chain protection groups from the resin. For cleavage from the solid support, the p-nitro group was reduced with tin(II) chloride. After washing off the reducing agents, the (depsi)peptide acids with or without the side-chain protection schemes were obtained by microwave irradiation at 50 degrees C with 5% TFA in dioxane.

  DOI：

  10.1021/ol063148h
• 作为产物：
  描述：

  N-乙酰-L-半胱氨酸 、 4-甲基苄溴 在 盐酸 、 sodium hydroxide 作用下， 以 乙二醇甲醚 、 水 为溶剂， 反应 3.0h， 以85.2%的产率得到p-methylbenzyl mercapturic acid
  参考文献：
  名称：

  Synthesis and characterization of m- and p-methylbenzyl-mercapturic acids derived from m- and p-xylenes

  摘要：

  Chemical synthesis anti physical properties of two mercapturic acids suggested as urinary metabolites of m- and p-xylenes are described. These compounds may be used for the identification and quantivative determination try high-performance liquid chromatography of the corresponding mercapturic acids in mine. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0045-6535(97)00097-0

文献信息

• <i>p</i>-Nitromandelic Acid as a Highly Acid-Stable Safety-Catch Linker for Solid-Phase Synthesis of Peptide and Depsipeptide Acids
  作者：Albert Isidro-Llobet、Mercedes Alvarez、Klaus Burger、Jan Spengler、Fernando Albericio

  DOI：10.1021/ol063148h

  日期：2007.4.1

  p-Nitromandelic acid as a safety-catch linker for Boc/Bzl-SPPS of base-labile compounds like peptides and depsipeptides is described. This linker permits acidic removal of side-chain protection groups from the resin. For cleavage from the solid support, the p-nitro group was reduced with tin(II) chloride. After washing off the reducing agents, the (depsi)peptide acids with or without the side-chain protection schemes were obtained by microwave irradiation at 50 degrees C with 5% TFA in dioxane.
• Synthesis and characterization of m- and p-methylbenzyl-mercapturic acids derived from m- and p-xylenes
  作者：Masanabu Tanaka、Tsutomu Noda、Hiroshi Moriwaki、Yuji Tsujimoto

  DOI：10.1016/s0045-6535(97)00097-0

  日期：1997.6

  Chemical synthesis anti physical properties of two mercapturic acids suggested as urinary metabolites of m- and p-xylenes are described. These compounds may be used for the identification and quantivative determination try high-performance liquid chromatography of the corresponding mercapturic acids in mine. (C) 1997 Elsevier Science Ltd.