D-Ac-L-Asp(OEt)OEt | 20918-98-3

• 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: D-Ac-L-Asp(OEt)OEt
• 英文别名: (R)-Diethyl 2-acetamidosuccinate；diethyl (2R)-2-acetamidobutanedioate
• CAS: 20918-98-3
• 化学式: C₁₀H₁₇NO₅
• 分子量: 231.249
• InChiKey: XQGDGRNHLJLQOV-MRVPVSSYSA-N

物化性质

• 沸点：
  379.4±27.0 °C(Predicted)
• 密度：
  1.117±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  16
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  81.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-氨基戊烷 、 D-Ac-L-Asp(OEt)OEt 在 Candida antarctica lipase B 、 4 A molecular sieve 作用下， 反应 4.0h， 以57%的产率得到N-Ac-D-Asp(NHPn)OEt
  参考文献：
  名称：

  Regioselective Lipase-Catalysed Amidation ofN-BlockedL- andD-Aspartic Acid Diesters

  摘要：

  The amicdation of N-protected aspartic acid diesters catalysed by Candida antarctica lipase B described in this paper takes place in a regioselective way. It may, if the amino function is protected by a suitable protecting group, be synthetically useful method for regioselective preparation of both aspartic monoamides. The L derivatives react preferentially through the alpha-position, while the D series substrates display beta-selectivity. Because of the, short length of the side chain of aspartic acid, the nature, of the protecting group and its interaction with the active site determine, not only the reaction rate but also the selectivity and synthetic usefulness of the reaction. ((C) Wiley-VCH I Verlag GmbH, 69451 Weinheim, Germany, 2002).

  DOI：

  10.1002/1099-0690(200203)2002:5<922::aid-ejoc922>3.0.co;2-e
• 作为产物：
  描述：

  天冬氨酸二乙酯 在 吡啶 作用下， 以 乙醇 、 水 为溶剂， 反应 48.0h， 生成 D-Ac-L-Asp(OEt)OEt
  参考文献：
  名称：

  面包酵母的对映体选择性水解-II：正乙酰基氨基酸的酯1

  摘要：

  DN-乙酰基氨基酸酯是通过使用发酵酵母通过其外消旋物的对映体选择性水解而获得的。有证据表明蛋白酶是所涉及的酶。

  DOI：

  10.1016/s0040-4020(01)90011-0

文献信息

• Enantioselective hydrolyses by baker's yeast - II
  作者：B.I. Glänzer、K. Faber、H. Griengl

  DOI：10.1016/s0040-4020(01)90011-0

  日期：——

  D-N-Acetyl amino acid esters were obtained via enantioselective hydrolysis of their racemates by use of fermenting yeast. Evidence is given that proteinases are the enzymes involved.

  DN-乙酰基氨基酸酯是通过使用发酵酵母通过其外消旋物的对映体选择性水解而获得的。有证据表明蛋白酶是所涉及的酶。
• Regioselective Lipase-Catalysed Amidation ofN-BlockedL- andD-Aspartic Acid Diesters
  作者：Santiago Conde、Paloma López-Serrano

  DOI：10.1002/1099-0690(200203)2002:5<922::aid-ejoc922>3.0.co;2-e

  日期：2002.3

  The amicdation of N-protected aspartic acid diesters catalysed by Candida antarctica lipase B described in this paper takes place in a regioselective way. It may, if the amino function is protected by a suitable protecting group, be synthetically useful method for regioselective preparation of both aspartic monoamides. The L derivatives react preferentially through the alpha-position, while the D series substrates display beta-selectivity. Because of the, short length of the side chain of aspartic acid, the nature, of the protecting group and its interaction with the active site determine, not only the reaction rate but also the selectivity and synthetic usefulness of the reaction. ((C) Wiley-VCH I Verlag GmbH, 69451 Weinheim, Germany, 2002).