(R)-butyl 3-amino-3-phenylpropionate | 622830-39-1

• 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: (R)-butyl 3-amino-3-phenylpropionate
• 英文别名: n-butyl (R)-3-amino-3-phenylpropionate；butyl (3R)-3-amino-3-phenylpropanoate
• CAS: 622830-39-1
• 化学式: C₁₃H₁₉NO₂
• 分子量: 221.299
• InChiKey: IXIAHCOJGMERNI-GFCCVEGCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  52.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (R)-butyl 3-amino-3-phenylpropionate 以82.2%的产率得到
  参考文献：
  名称：

  EP1621529

  摘要：

  公开号：
• 作为产物：
  描述：

  (R)-butyl 3-(2-methoxyphenylamino)-3-phenylpropionate 在 ammonium cerium (IV) nitrate 作用下， 以 乙腈 为溶剂， 以65%的产率得到(R)-butyl 3-amino-3-phenylpropionate
  参考文献：
  名称：

  N，N'-二氧化物-Scan（III）配合物催化的高对映选择性一锅，三组分曼尼希型反应

  摘要：

  温和的曼尼希反应：醛，2-氨基苯酚和乙烯酮甲硅烷基乙缩醛与5 mol％的C 2对称的N，N'-二氧化‐基（的高对映选择性一锅，三组分曼尼希型反应III）在温和的条件下（参见方案）获得了三氟甲磺酸酯（2：1）络合物作为催化剂，这促进了生物学上有趣的β-氨基酯的不对称合成。

  DOI：

  10.1002/chem.200900392

文献信息

• 3-Amino-3-arylpropionic acid n-alkyl esters, process for production thereof, and process for production of optically active 3-amino-3-arylpropionic acids and esters of the antipodes thereto
  申请人：Yamamoto Yasuhito

  公开号：US20060178433A1

  公开（公告）日：2006-08-10

  The present invention is to provide an n-alkyl 3-amino-3-arylpropionate represented by the formula (I): wherein Ar 1 represents an aryl group which may have a substituent(s), provided that a phenyl group and 4-methoxyphenyl group are excluded, R 1 represents an n-propyl group or an n-butyl group, and a process for preparing the same, and its optically active compound and an optically active (S or R)-3-amino-3-arylpropionic acid represented by the formula (III-a): wherein Ar represents an aryl group which may have a substituent(s), and * represents an asymmetric carbon, and a process for preparing an optically active n-alkyl (R or S)-3-amino-3-arylpropionate represented by the formula (IV-a): wherein Ar and R 1 have the same meanings as defined above, * represents an asymmetric carbon, provided that it has a reverse absolute configuration to the compound of the formula (III-a).

  本发明提供了一种n-烷基3-氨基-3-芳基丙酸酯，其化学式表示为(I)：其中，Ar1表示一个芳基基团，可以具有一个或多个取代基，但不包括苯基和4-甲氧基苯基；R1表示一个n-丙基基团或n-丁基基团。本发明还提供了制备该化合物的方法，以及其光学活性化合物和光学活性(S或R)-3-氨基-3-芳基丙酸的化学式表示为(III-a)：其中，Ar表示一个芳基基团，可以具有一个或多个取代基，*表示一个不对称碳，以及制备光学活性n-烷基(R或S)-3-氨基-3-芳基丙酸酯的方法，其化学式表示为(IV-a)：其中，Ar和R1的含义与上述定义相同，*表示一个不对称碳，但其绝对构型与化合物的化学式(III-a)相反。
• 3-AMINO-3-ARYLPROPIONIC ACID n-ALKYL ESTERS, PROCESS FOR PRODUCTION THEREOF, AND PROCESS FOR PRODUCTION OF OPTICALLY ACTIVE 3-AMINO-3-ARYLPROPIONIC ACIDS AND ESTERS OF THE ANTIPODES THERETO
  申请人：Ube Industries, Ltd.

  公开号：EP1621529A1

  公开（公告）日：2006-02-01

  The present invention is to provide an n-alkyl 3-amino-3-arylpropionate represented by the formula (I): wherein Ar1 represents an aryl group which may have a substituent(s), provided that a phenyl group and 4-methoxyphenyl group are excluded, R1 represents an n-propyl group or an n-butyl group, and a process for preparing the same, and its optically active compound and an optically active (S or R)-3-amino-3-arylpropionic acid represented by the formula (III-a): wherein Ar represents an aryl group which may have a substituent(s), and * represents an asymmetric carbon, and a process for preparing an optically active n-alkyl (R or S)-3-amino-3-arylpropionate represented by the formula (IV-a): wherein Ar and R1 have the same meanings as defined above, * represents an asymmetric carbon, provided that it has a reverse absolute configuration to the compound of the formula (III-a).

  本发明旨在提供一种由式（I）代表的 3-氨基-3-芳基丙酸正烷基酯： 其中 Ar1 代表芳基，该芳基可以具有取代基，但不包括苯基和 4-甲氧基苯基，R1 代表正丙基或正丁基、 及其光学活性化合物和由式（III-a）表示的光学活性（S 或 R）-3-氨基-3-芳基丙酸的制备方法： 其中 Ar 代表芳基，该芳基可能具有取代基，* 代表不对称碳、 以及一种制备由式（IV-a）代表的光学活性正烷基（R 或 S）-3-氨基-3-芳基丙酸酯的工艺： 其中 Ar 和 R1 的含义与上述定义相同，* 代表不对称碳，条件是其绝对构型与式 (III-a) 化合物相反。
• Development of a Commercial Process for (<i>S</i>)-β-Phenylalanine
  作者：J. Ian Grayson、Jürgen Roos、Steffen Osswald

  DOI：10.1021/op200084g

  日期：2011.9.16

  The development of a commercial manufacturing route for (S)-beta-phenylalanine 8, a key pharmaceutical building block, is described. The different approaches which were investigated, based on catalytic asymmetric hydrogenation of enamide intermediates and on biocatalysis using acylase and lipase hydrolyses, are compared. The lipase resolution route was chosen for scale-up, and the final two-step process, based on readily available raw materials, is shown to be robust at full manufacturing scale
• EP1621529
  申请人：——

  公开号：——

  公开（公告）日：——
• Highly Enantioselective One-Pot, Three-Component Mannich-type Reaction Catalyzed by an<i>N</i>,<i>N</i>′-Dioxide-Scandium(III) Complex
  作者：Shikui Chen、Zongrui Hou、Yin Zhu、Jing Wang、Lili Lin、Xiaohua Liu、Xiaoming Feng

  DOI：10.1002/chem.200900392

  日期：2009.6.8

  three‐component Mannich‐type reaction of aldehydes, 2‐aminophenol, and ketene silyl acetal with 5 mol % of a C2‐symmetric N,N′‐dioxide‐based scandium(III) triflate (2:1) complex as the catalyst was achieved under mild conditions (see scheme), which facilitated the asymmetric synthesis of biologically interesting β‐amino esters.

  温和的曼尼希反应：醛，2-氨基苯酚和乙烯酮甲硅烷基乙缩醛与5 mol％的C 2对称的N，N'-二氧化‐基（的高对映选择性一锅，三组分曼尼希型反应III）在温和的条件下（参见方案）获得了三氟甲磺酸酯（2：1）络合物作为催化剂，这促进了生物学上有趣的β-氨基酯的不对称合成。