(4S)-4-amino-5-diethylboranyloxy-5-oxopentanoic acid | 88879-38-3

• 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: (4S)-4-amino-5-diethylboranyloxy-5-oxopentanoic acid
• CAS: 88879-38-3
• 化学式: C₉H₁₈BNO₄
• 分子量: 215.057
• InChiKey: QDONIJQLNQNKBK-ZETCQYMHSA-N

物化性质

• 沸点：
  315.3±37.0 °C(Predicted)
• 密度：
  1.068±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.75
• 重原子数：
  15
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  89.6
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (4S)-4-amino-5-diethylboranyloxy-5-oxopentanoic acid 在 盐酸 、 硼烷 作用下， 以 四氢呋喃 、 乙二醇二甲醚 为溶剂， 反应 24.75h， 生成 2-氨基-5-羟基-戊酸
  参考文献：
  名称：

  Efficient method for the preparation of (S)-5-hydroxynorvaline

  摘要：

  (S)-5-Hydroxynorvaline 4 has been prepared from L-glutamic acid 1 by simultaneous protection of the cx-amino and a-carboxyl groups, and selective reduction of the resulting boroxazolidone 2. This method is rapid and highly reproducible, and gives very pure (S)-5-hydroxynorvaline after simple anion-exchange purification. It improves existing methods by providing a purer product in higher yields. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00020-3
• 作为产物：
  描述：

  L-谷氨酸 、 三乙基硼 以 四氢呋喃 、 乙二醇二甲醚 为溶剂， 反应 48.0h， 以92%的产率得到(4S)-4-amino-5-diethylboranyloxy-5-oxopentanoic acid
  参考文献：
  名称：

  Efficient method for the preparation of (S)-5-hydroxynorvaline

  摘要：

  (S)-5-Hydroxynorvaline 4 has been prepared from L-glutamic acid 1 by simultaneous protection of the cx-amino and a-carboxyl groups, and selective reduction of the resulting boroxazolidone 2. This method is rapid and highly reproducible, and gives very pure (S)-5-hydroxynorvaline after simple anion-exchange purification. It improves existing methods by providing a purer product in higher yields. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00020-3

文献信息

• Efficient method for the preparation of (S)-5-hydroxynorvaline
  作者：Mónica Garcı́a、Anna Serra、Mario Rubiralta、Anna Diez、Vı́ctor Segarra、Estrella Lozoya、Hamish Ryder、José M Palacios

  DOI：10.1016/s0957-4166(00)00020-3

  日期：2000.3

  (S)-5-Hydroxynorvaline 4 has been prepared from L-glutamic acid 1 by simultaneous protection of the cx-amino and a-carboxyl groups, and selective reduction of the resulting boroxazolidone 2. This method is rapid and highly reproducible, and gives very pure (S)-5-hydroxynorvaline after simple anion-exchange purification. It improves existing methods by providing a purer product in higher yields. (C) 2000 Elsevier Science Ltd. All rights reserved.