2-氨基-2-(4-异丙氧苯基)丙酸甲酯 | 1183295-64-8

• 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
• 中文名称: 2-氨基-2-(4-异丙氧苯基)丙酸甲酯
• 英文名称: methyl 2-amino-2-(4-(1-methylethoxy)phenyl)propanoate
• 英文别名: Methyl 2-amino-2-(4-isopropoxyphenyl)propanoate；methyl 2-amino-2-(4-propan-2-yloxyphenyl)propanoate
• CAS: 1183295-64-8
• 化学式: C₁₃H₁₉NO₃
• mdl: MFCD12518278
• 分子量: 237.299
• InChiKey: MMOWAEFBDSUUAD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.461
• 拓扑面积：
  61.6
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2922509090

反应信息

• 作为反应物：
  描述：

  2-氨基-2-(4-异丙氧苯基)丙酸甲酯 在 sodium carbonate 作用下， 以 乙醇 、 二氯甲烷 、 水 、 乙酸乙酯 为溶剂， 反应 21.5h， 生成 (S)-5-[4-(1-methylethoxy)phenyl-4-yl]-5-methylimidazolidine-2,4-dione
  参考文献：
  名称：

  A practical synthesis for (S)-5-(4-(1-methylethoxy)phenyl)-5-methylimidazolidine-2,4-dione and its application in the synthesis of a novel liver X receptor β-selective agonist

  摘要：

  In this manuscript, the chiral separation of novel liver X receptor (LXR) beta-selective agonist (+/-)-1 revealed that (S)-5-(4-(1-methylethoxy)phenyl)-5-methylimidazolidine-2,4-dione (+)-2 was the essential moiety (tail) to express LXR beta-selective agonistic activity in a head-to-tail molecular design. The requisite configuration of (+)-2 was determined as the (S)-form by X-ray crystal structure analysis of (+)-halogenated 4. We obtained (S)-methyl 2-amino-2-(4-(1-methylethoxy)phenyl)propionate (+)-7 by resolution with L-mandelic acid and established a practical synthesis for (+)-2. 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2015.11.007
• 作为产物：
  描述：

  1-(4-异丙氧基苯基)乙酮 在 硫酸 、 水 、 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 75.0h， 生成 2-氨基-2-(4-异丙氧苯基)丙酸甲酯
  参考文献：
  名称：

  A practical synthesis for (S)-5-(4-(1-methylethoxy)phenyl)-5-methylimidazolidine-2,4-dione and its application in the synthesis of a novel liver X receptor β-selective agonist

  摘要：

  In this manuscript, the chiral separation of novel liver X receptor (LXR) beta-selective agonist (+/-)-1 revealed that (S)-5-(4-(1-methylethoxy)phenyl)-5-methylimidazolidine-2,4-dione (+)-2 was the essential moiety (tail) to express LXR beta-selective agonistic activity in a head-to-tail molecular design. The requisite configuration of (+)-2 was determined as the (S)-form by X-ray crystal structure analysis of (+)-halogenated 4. We obtained (S)-methyl 2-amino-2-(4-(1-methylethoxy)phenyl)propionate (+)-7 by resolution with L-mandelic acid and established a practical synthesis for (+)-2. 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2015.11.007

文献信息

• [EN] METHOD FOR PRODUCING OPTICALLY ACTIVE HYDANTOIN COMPOUND<br/>[FR] PROCÉDÉ POUR LA PRODUCTION D'UN COMPOSÉ D'HYDANTOÏNE OPTIQUEMENT ACTIF
  申请人：KOWA CO

  公开号：WO2015037243A1

  公开（公告）日：2015-03-19

  　本発明は、ＬＸＲβ活性化作用を有する光学活性ヒダントイン化合物の製造方法およびその製造中間体を提供することである。　本発明においては、式（３）で表される化合物および式（４）で表される化合物を反応することにより、式（１）で表される光学活性カルビノール化合物を製造する。式（１）、（３）及び（４）中、Ｒ１、Ｒ２、Ｒ３は同一又は異なってもよく、Ｃ１－３アルキル基を示し、＊は不斉炭素原子を示し、Ｒ４は、Ａ～Ｅから選択される構造のうちいずれかひとつを示す。
• A practical synthesis for (S)-5-(4-(1-methylethoxy)phenyl)-5-methylimidazolidine-2,4-dione and its application in the synthesis of a novel liver X receptor β-selective agonist
  作者：Minoru Koura、Hisashi Sumida、Yukiyoshi Yamazaki、Kimiyuki Shibuya

  DOI：10.1016/j.tetasy.2015.11.007

  日期：2016.1

  In this manuscript, the chiral separation of novel liver X receptor (LXR) beta-selective agonist (+/-)-1 revealed that (S)-5-(4-(1-methylethoxy)phenyl)-5-methylimidazolidine-2,4-dione (+)-2 was the essential moiety (tail) to express LXR beta-selective agonistic activity in a head-to-tail molecular design. The requisite configuration of (+)-2 was determined as the (S)-form by X-ray crystal structure analysis of (+)-halogenated 4. We obtained (S)-methyl 2-amino-2-(4-(1-methylethoxy)phenyl)propionate (+)-7 by resolution with L-mandelic acid and established a practical synthesis for (+)-2. 2015 Elsevier Ltd. All rights reserved.