N-benzyloxycarbonyl-3-formyl-4-methoxy-5-methyl-L-phenylalanine methyl ester | 1199794-66-5

• 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: N-benzyloxycarbonyl-3-formyl-4-methoxy-5-methyl-L-phenylalanine methyl ester
• 英文别名: N-Cbz-3-formyl-4-methoxy-5-methyl-L-phenylalanine methyl ester；methyl (2S)-3-(3-formyl-4-methoxy-5-methylphenyl)-2-(phenylmethoxycarbonylamino)propanoate
• CAS: 1199794-66-5
• 化学式: C₂₁H₂₃NO₆
• 分子量: 385.417
• InChiKey: RUTMBYZEGFUZOG-SFHVURJKSA-N

物化性质

• 沸点：
  571.4±50.0 °C(Predicted)
• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  28
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  90.9
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-benzyloxycarbonyl-3-formyl-4-methoxy-5-methyl-L-phenylalanine methyl ester 在 间氯过氧苯甲酸 、 水 、 碳酸氢钠 作用下， 以 二氯甲烷 为溶剂， 生成 、
  参考文献：
  名称：

  A new approach to the synthesis of l-3-hydroxy-4-methoxy-5-methyl-phenylalanine derivatives from l-tyrosine

  摘要：

  A practical procedure to regioselectively install a methyl group and a phenolic hydroxyl group onto L-tyrosine was developed. By using this approach, protected L-3-hydroxy-4-methoxy-5-methyl-phenylalanine and L-3-hydroxy-4-methoxy-5-methyl-phenylalanol, which are utilized in efficient syntheses of the relevant tetrahydroisoquinoline alkaloids, were prepared conveniently with high yield (c) 2010 Elsevier Ltd All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.12.024
• 作为产物：
  描述：

  1,1-二氯甲醚 、 N-CBZ-3-甲基-4-甲氧基-L-苯丙氨酸甲酯 在 四氯化钛 、 水 作用下， 以 二氯甲烷 为溶剂， 以92%的产率得到N-benzyloxycarbonyl-3-formyl-4-methoxy-5-methyl-L-phenylalanine methyl ester
  参考文献：
  名称：

  A new approach to the synthesis of l-3-hydroxy-4-methoxy-5-methyl-phenylalanine derivatives from l-tyrosine

  摘要：

  A practical procedure to regioselectively install a methyl group and a phenolic hydroxyl group onto L-tyrosine was developed. By using this approach, protected L-3-hydroxy-4-methoxy-5-methyl-phenylalanine and L-3-hydroxy-4-methoxy-5-methyl-phenylalanol, which are utilized in efficient syntheses of the relevant tetrahydroisoquinoline alkaloids, were prepared conveniently with high yield (c) 2010 Elsevier Ltd All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.12.024

文献信息

• A new approach to the synthesis of l-3-hydroxy-4-methoxy-5-methyl-phenylalanine derivatives from l-tyrosine
  作者：Ruijiao Chen、Deguang Zhu、Zuoqiang Hu、Zhiming Zheng、Xiaochuan Chen

  DOI：10.1016/j.tetasy.2009.12.024

  日期：2010.1

  A practical procedure to regioselectively install a methyl group and a phenolic hydroxyl group onto L-tyrosine was developed. By using this approach, protected L-3-hydroxy-4-methoxy-5-methyl-phenylalanine and L-3-hydroxy-4-methoxy-5-methyl-phenylalanol, which are utilized in efficient syntheses of the relevant tetrahydroisoquinoline alkaloids, were prepared conveniently with high yield (c) 2010 Elsevier Ltd All rights reserved.