N-trans-(2-Furyl)acryloyl-L-phenylalanin-methylester | 36020-63-0

• 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-trans-(2-Furyl)acryloyl-L-phenylalanin-methylester
• 英文别名: (S,E)-Methyl 2-(3-(furan-2-yl)acrylamido)-3-phenylpropanoate；methyl (2S)-2-[[(E)-3-(furan-2-yl)prop-2-enoyl]amino]-3-phenylpropanoate
• CAS: 36020-63-0
• 化学式: C₁₇H₁₇NO₄
• 分子量: 299.326
• InChiKey: RQZWKQIIVBDCBL-FEAKQIBJSA-N

物化性质

• 熔点：
  109 °C
• 沸点：
  514.8±50.0 °C(Predicted)
• 密度：
  1.198±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  68.5
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2932190090

反应信息

• 作为反应物：
  描述：

  N-trans-(2-Furyl)acryloyl-L-phenylalanin-methylester 在 sodium hydroxide 作用下， 以 1,4-二氧六环 为溶剂， 反应 12.0h， 以88%的产率得到N-(3-(2-呋喃基)丙烯酰基)苯丙氨酸
  参考文献：
  名称：

  Efficient peptide coupling method of conjugated carboxylic acids with methyl ester amino acids hydrochloride. Application to the synthesis of Fa-Met, an important enzymatic substrate

  摘要：

  Benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate reagent (BOP) serves as an efficient and versatile coupling reagent for the coupling Of Conjugated carboxylic acid with methyl ester amino acids hydrochloride allowing the synthesis of various Substituted amino acid derivatives in high chemical yields of up to 90%. The usefulness of this method is illustrated in the synthesis of Fa-Met, an important enzymatic substrate. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.11.082
• 作为产物：
  描述：

  L-苯丙氨酸甲酯盐酸盐 、 3-(fur-2-yl)crotonic acid 在 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以59%的产率得到N-trans-(2-Furyl)acryloyl-L-phenylalanin-methylester
  参考文献：
  名称：

  Efficient peptide coupling method of conjugated carboxylic acids with methyl ester amino acids hydrochloride. Application to the synthesis of Fa-Met, an important enzymatic substrate

  摘要：

  Benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate reagent (BOP) serves as an efficient and versatile coupling reagent for the coupling Of Conjugated carboxylic acid with methyl ester amino acids hydrochloride allowing the synthesis of various Substituted amino acid derivatives in high chemical yields of up to 90%. The usefulness of this method is illustrated in the synthesis of Fa-Met, an important enzymatic substrate. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.11.082

文献信息

• Efficient peptide coupling method of conjugated carboxylic acids with methyl ester amino acids hydrochloride. Application to the synthesis of Fa-Met, an important enzymatic substrate
  作者：Jean Michel Brunel、Chanaz Salmi、Yves Letourneux

  DOI：10.1016/j.tetlet.2004.11.082

  日期：2005.1

  Benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate reagent (BOP) serves as an efficient and versatile coupling reagent for the coupling Of Conjugated carboxylic acid with methyl ester amino acids hydrochloride allowing the synthesis of various Substituted amino acid derivatives in high chemical yields of up to 90%. The usefulness of this method is illustrated in the synthesis of Fa-Met, an important enzymatic substrate. (C) 2004 Elsevier Ltd. All rights reserved.