(βS)-β-氨基-2,4-二氟苯丙酸 | 612532-16-8

• 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: (βS)-β-氨基-2,4-二氟苯丙酸
• 英文名称: (S)-3-amino-3-(2',4'-difluorophenyl)propanoic acid
• 英文别名: (3S)-3-Amino-3-(2,4-difluorophenyl)propanoic acid
• CAS: 612532-16-8
• 化学式: C₉H₉F₂NO₂
• mdl: MFCD06228047
• 分子量: 201.173
• InChiKey: RXNSEGYWKJUNMR-QMMMGPOBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.1
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  67.8
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 危险性防范说明：
  P264,P270,P301+P312,P330,P501
• 危险性描述：
  H302

反应信息

• 作为产物：
  描述：

  2,4-二氟苯甲醛 在 盐酸 、 正丁基锂 、 Pd(OH)2/C (6% w/w) 、 甲基溴化镁 、 水 、 氢气 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 正己烷 为溶剂， -78.0~20.0 ℃ 、506.66 kPa 条件下， 反应 47.75h， 生成 (βS)-β-氨基-2,4-二氟苯丙酸
  参考文献：
  名称：

  Asymmetric synthesis of β-fluoroaryl-β-amino acids

  摘要：

  The conjugate addition of lithium (R)-N-benzyl-N-(alpha-methylbenzyl)amide to a range of beta-fluoroaryl-alpha,beta-unsaturated esters gave the corresponding beta-amino esters with high diastereoselectivity and in good isolated yields. Sequential treatment of the resultant beta-fluoroaryl-beta-amino esters under optimised hydrogenolysis conditions, followed by ester hydrolysis with 2.0 M aq HCl, provided access to a range of beta-fluoroaryl-beta-amino acids in good yield. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2012.07.001

文献信息

• [EN] THIAZOLIDINE CARBOXAMIDE DERIVATIVES AS MODULATORS OF THE PROSTAGLANDIN F RECEPTOR<br/>[FR] DERIVES DE THIAZOLIDINE CARBOXAMIDE UTILES EN TANT QUE MODULATEURS DU RECEPTEUR DE PROSTAGLANDINE F
  申请人：APPLIED RESEARCH SYSTEMS

  公开号：WO2003082278A1

  公开（公告）日：2003-10-09

  The present invention is related to thiazolidine carboxamide derivatives of formula (II) for the treatment and/or prophylaxis of preterm labor, premature birth, dysmenorrhea and for stopping labor prior to cesarean delivery. G is selected from the group consisting of C1-C6-alkyl aryl, C1-C6-alkyl heteroaryl, C1-C6 Alkyl cycloalkyl, C1-C6-alkyl heteroaryl, aryl, heteroaryl, C3-C8-cycloalkyl or -heterocyclo­alkyl, said cycloalkyl or aryl or heteroaryl groups may be fused with cycloalkyl or aryl or heteroaryl groups. R1 is selected from the group consisting of aryl, heteroaryl, C3-C8-cycloalkyl or - heterocyclo-alkyl, said (hetero)cycloalkyl or aryl or heteroaryl groups may be fused with (hetero)cycloalkyl or aryl or heteroaryl groups. R2 is selected from the group consisting of H, carboxy, acyl, alkoxycarbonyl, amino­carbonyl, C1-C5-alkyl carboxy, C1-C5-alkyl acyl, C1-C5-alkyl alkoxycarbonyl, C1-C5-alkyl aminocarbonyl, C1-C5-alkyl acyloxy, C1-C5-alkyl acylamino, C1 -C5-alkyl ureido, C1-C5alkyl amino, C1-C5-alkyl alkoxy, C1-C5-alkyl sulfanyl, C1-C5-alkyl sulfinyl, C1-C5-alkyl sulfonyl, C1-C5-alkyl sulfonylamino, C1-C5-alkyl sulfonyloxy, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, aryl, heteroaryl, C3-C8-cycloalkyl, heterocycloalkyl, C1-C6-alkyl aryl, C2-C6-alkyl heteroaryl, C1-C6-alkyl cycloalkyl, C1-C6-alkyl heterocycloalkyl, C2-C6-alkenyl aryl, C2-C6-alkenyl heteroaryl, C2-C6-alkynyl aryl, or C2-C6-alkynyl heteroaryl.

  本发明涉及公式（II）的噻唑烷羧酰胺衍生物，用于治疗和/或预防早产、早产、痛经以及在剖腹产前停止分娩。G选自C1-C6烷基芳基、C1-C6烷基杂芳基、C1-C6烷基环烷基、C1-C6烷基杂芳基、芳基、杂芳基、C3-C8环烷基或-杂环烷基，所述环烷基或芳基或杂芳基基团可能与环烷基或芳基或杂芳基基团融合。R1选自芳基、杂芳基、C3-C8环烷基或-杂环烷基，所述（杂）环烷基或芳基或杂芳基基团可能与（杂）环烷基或芳基或杂芳基基团融合。R2选自H、羧基、酰基、烷氧羰基、氨基羰基、C1-C5烷基羧基、C1-C5烷基酰基、C1-C5烷基烷氧羰基、C1-C5烷基氨基羰基、C1-C5烷基酰氧基、C1-C5烷基酰胺基、C1-C5烷基脲基、C1-C5烷基氨基、C1-C5烷基烷氧基、C1-C5烷基硫醇基、C1-C5烷基亚砜基、C1-C5烷基磺酰基、C1-C5烷基磺酰胺基、C1-C5烷基磺酰氧基、C1-C6烷基、C2-C6烯基、C2-C6炔基、芳基、杂芳基、C3-C8环烷基、杂环烷基、C1-C6烷基芳基、C2-C6烷基杂芳基、C1-C6烷基环烷基、C1-C6烷基杂环烷基、C2-C6烯基芳基、C2-C6烯基杂芳基、C2-C6炔基芳基或C2-C6炔基杂芳基。
• Thiazolidine carboxamide derivatives as modulators of the prostaglandin f receptor
  申请人：Page Naxos Patrick

  公开号：US20050215605A1

  公开（公告）日：2005-09-29

  The present invention is related to thiazolidine carboxamide derivatives of formula (II) for the treatment and/or prophylaxis of preterm labor, premature birth, dysmenorrhea and for stopping labor prior to cesarean delivery. G is selected from the group consisting of C 1 -C 6 -alkyl aryl, C 1 -C 6 -alkyl heteroaryl, C 1 -C 6 Alkyl cycloalkyl, C 1 -C 6 -alkyl heteroaryl, aryl, heteroaryl, C 3 -C 8 -cycloalkyl or -heterocycloalkyl, said cycloalkyl or aryl or hetetoaryl groups may be fused with cycloalkyl or aryl or heteroaryl groups. R 1 is selected from the group consisting of aryl, heteroaryl, C 3 -C 8 -cycloalkyl or -heterocyclo-alkyl, said (hetero)cycloalkyl or aryl or heteroaryl groups may be fused with (hetero)cycloalkyl or aryl or heteroaryl groups. R 2 is selected from the group consisting of H, carboxy, acyl, alkoxycarbonyl, aminocarbonyl, C 1 -C 5 -alkyl carboxy, C 1 -C 5 -alkyl acyl, C 1 -C 5 -alkyl alkoxycarbonyl, C 1 -C 5 -alkyl aminocarbonyl, C 1 -C 5 -alkyl acyloxy, C 1 -C 5 -alkyl acylamino, C 1 -C 5 -alkyl ureido, C 1 -C 5 alkyl amino, C 1 -C 5 -alkyl alkoxy, C 1 -C 5 -alkyl sulfanyl, C 1 -C 5 -alkyl sulfinyl, C 1 -C 5 -alkyl sulfonyl, C 1 -C 5 -alkyl sulfonylamino, C 1 -C 5 -alkyl sulfonyloxy, C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, aryl, heteroaryl, C 3 -C 8 -cycloalkyl, heterocycloalkyl, C 1 -C 6 -alkyl aryl, C 2 -C 6 -alkyl heteroaryl, C 1 -C 6 -alkyl cycloalkyl, C 1 -C 6 -alkyl heterocycloalkyl, C 2 -C 6 -alkenyl aryl, C 2 -C 6 -alkenyl heteroaryl, C 2 -C 6 -alkynyl aryl, or C 2 -C 6 -alkynyl heteroaryl.

  本发明涉及式（II）的噻唑烷羧酰胺衍生物，用于治疗和/或预防早产、早产、痛经以及在剖腹产前停止分娩。其中，G选择自C1-C6烷基芳基，C1-C6烷基杂芳基，C1-C6烷基环烷基，C1-C6烷基杂环烷基，芳基，杂芳基，C3-C8环烷基或-杂环烷基，所述环烷基或芳基或杂芳基基团可以与环烷基或芳基或杂芳基基团融合。R1选择自芳基，杂芳基，C3-C8环烷基或-杂环烷基，所述（杂）环烷基或芳基或杂芳基基团可以与（杂）环烷基或芳基或杂芳基基团融合。R2选择自H，羧基，酰基，烷氧羰基，氨基羰基，C1-C5烷基羧基，C1-C5烷基酰基，C1-C5烷基烷氧羰基，C1-C5烷基氨基羰基，C1-C5烷基酰氧基，C1-C5烷基酰胺基，C1-C5烷基脲基，C1-C5烷基氨基，C1-C5烷基烷氧基，C1-C5烷基硫醇基，C1-C5烷基亚砜基，C1-C5烷基磺酰基，C1-C5烷基磺酰胺基，C1-C5烷基磺酰氧基，C1-C6烷基，C2-C6烯基，C2-C6炔基，芳基，杂芳基，C3-C8环烷基，杂环烷基，C1-C6烷基芳基，C2-C6烷基杂芳基，C1-C6烷基环烷基，C1-C6烷基杂环烷基，C2-C6烯基芳基，C2-C6烯基杂芳基，C2-C6炔基芳基或C2-C6炔基杂芳基。
• THIAZOLIDINE CARBOXAMIDE DERIVATIVES AS MODULATORS OF THE PROSTAGLANDIN F RECEPTOR
  申请人：PAGE Patrick Naxos

  公开号：US20080255094A1

  公开（公告）日：2008-10-16

  The present invention is related to thiazolidine carboxamide derivatives of formula (II) for the treatment and/or prophylaxis of preterm labor, premature birth, dysmenorrhea and for stopping labor prior to cesarean delivery.

  本发明涉及式（II）的噻唑烷羧酰胺衍生物，用于治疗和/或预防早产、早产、痛经以及在剖腹产前停止分娩。
• MIT BENZYL- ODER HETEROMETHYLENGRUPPEN SUBSTITUIERTE OXATHIAZINDERIVATE, VERFAHREN ZU DEREN HERSTELLUNG, IHRE VERWENDUNG ALS MEDIKAMENT SOWIE SIE ENTHALTENDES ARZNEIMITTEL UND DEREN VERWENDUNG
  申请人：SANOFI

  公开号：EP2683701A1

  公开（公告）日：2014-01-15
• NEUE SUBSTITUIERTE PHENYL-OXATHIAZINDERIVATE, VERFAHREN ZU DEREN HERSTELLUNG, DIESE VERBINDUNGEN ENTHALTENDE ARZNEIMITTEL UND DEREN VERWENDUNG
  申请人：SANOFI

  公开号：EP2683703A1

  公开（公告）日：2014-01-15