dimethyl N-(9-phenylfluorenyl)-3-methyl-L-aspartate | 851120-78-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: dimethyl N-(9-phenylfluorenyl)-3-methyl-L-aspartate
• 英文别名: (3S)-dimethyl 2-methyl-3-(9-phenyl-9H-fluoren-9-ylamino)succinate；dimethyl (3S)-2-methyl-3-[(9-phenylfluoren-9-yl)amino]butanedioate
• CAS: 851120-78-0
• 化学式: C₂₆H₂₅NO₄
• 分子量: 415.489
• InChiKey: YBCXJDVIULBAKV-VXLWULRPSA-N

物化性质

• 沸点：
  559.7±50.0 °C(Predicted)
• 密度：
  1.23±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  31
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  dimethyl N-(9-phenylfluorenyl)-3-methyl-L-aspartate 在 N-氯代丁二酰亚胺 、 二甲基硫 、 二异丁基氢化铝 、 sodium cyanoborohydride 作用下， 以 四氢呋喃 、 甲醇 、 正己烷 、 甲苯 为溶剂， 反应 28.0h， 生成 (R)-2-[(3S,4S)-4-Methyl-2-oxo-3-(9-phenyl-9H-fluoren-9-ylamino)-pyrrolidin-1-yl]-propionic acid methyl ester
  参考文献：
  名称：

  Conformationally constrained peptides. Chirospecific synthesis of 4-alkyl-substituted .gamma.-lactam-bridged dipeptides from L-aspartic acid

  摘要：

  DOI：

  10.1021/jo00274a037
• 作为产物：
  描述：

  dimethyl (S)-N-(9-phenyl-9H-fluoren-9-yl)aspartate 以82%的产率得到
  参考文献：
  名称：

  WOLF, JEAN-PIERRE;RAPOPORT, HENRY, J. ORG. CHEM., 54,(1989) N3, C. 3164-3173

  摘要：

  DOI：

文献信息

• Sulfonylaminovalerolactams and derivatives thereof as factor Xa inhibitors
  申请人：Han Wei

  公开号：US20050096309A1

  公开（公告）日：2005-05-05

  The present application describes sulfonylaminovalerolactams and derivatives thereof of Formula Ia-If: or pharmaceutically acceptable salt forms thereof, wherein ring G is a mono- or bicyclic carbocycle or heterocycle. Compounds of the present invention are useful as inhibitors of trypsin-like serine proteases, specifically factor Xa.

  本申请描述了Formula Ia-If的磺酰氨基戊内内酰胺及其衍生物，或其药用可接受的盐形式，其中环G为单环或双环碳环或杂环。本发明的化合物可用作胰蛋白酶样丝氨酸蛋白酶抑制剂，特别是因子Xa的抑制剂。
• SULFONYLAMINOVALEROLACTAMS AND DERIVATIVES THEREOF AS FACTOR XA INHIBITORS
  申请人：Han Wei

  公开号：US20070099922A1

  公开（公告）日：2007-05-03

  The present application describes sulfonylaminovalerolactams and derivatives thereof of Formula Ia-If: or pharmaceutically acceptable salt forms thereof, wherein ring G is a mono- or bicyclic carbocycle or heterocycle. Compounds of the present invention are useful as inhibitors of trypsin-like serine proteases, specifically factor Xa.

  本申请描述了式Ia-If的磺酰氨基戊内酰内酰胺及其衍生物或其药学上可接受的盐形式，其中环G是单环或双环碳环或杂环。本发明的化合物可用作胰蛋白酶样丝氨酸蛋白酶的抑制剂，特别是Xa因子的抑制剂。
• On the Stereoselectivity of the Reaction of N-(9-Phenylfluoren-9-yl)aspartate Enolates with Electrophiles. Synthesis of Enantiomerically Pure 3-Hydroxy-, 3-Amino-, and 3-Hydroxy-3-methylaspartates
  作者：Eduardo Fernandez-Megia、Manuel M. Paz、F. Javier Sardina

  DOI：10.1021/jo00104a019

  日期：1994.12

  We have developed efficient and stereoselective preparations of enantiomerically pure (3R)- and (3S)-N-Pf-3-hydroxy- and N-Pf-3-aminoaspartates by reaction of N-Pf-aspartate enolates with electrophilic hydroxylating or aminating reagents. The stereoselectivity of the hydroxylation and amination reactions was shown to be dependent on the structure of the enolate (which is strongly affected by the presence of strong metal complexing agents) and whether the electrophile is able to complex the enolate counterion in the transition state of the reaction. We have also developed a regioselective preparation of enantiomerically pure N-Pf-3-hydroxy-3-methylaspartates, albeit with only modest stereoselectivity.
• EP1667635A4
  申请人：——

  公开号：EP1667635A4

  公开（公告）日：2008-01-23
• QUINOLINE-3-CARBOXAMIDES AS H-PGDS INHIBITORS
  申请人：Astex Therapeutics Limited

  公开号：EP3390384B1

  公开（公告）日：2021-09-15