methyl 2-benzyloxycarbonylimino-3,3,3-trifluoropropionate | 322474-13-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methyl 2-benzyloxycarbonylimino-3,3,3-trifluoropropionate
• 英文别名: methyl (2Z)-3,3,3-trifluoro-2-phenylmethoxycarbonyliminopropanoate
• CAS: 322474-13-5
• 化学式: C₁₂H₁₀F₃NO₄
• 分子量: 289.211
• InChiKey: MUUYQYWJUJFTQI-SXGWCWSVSA-N

物化性质

• 沸点：
  297.7±50.0 °C(Predicted)
• 密度：
  1.29±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  65
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  methyl 2-benzyloxycarbonylimino-3,3,3-trifluoropropionate 在 三乙胺 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 2.0h， 生成 methyl N-benzyloxycarbonyl-2-trifluoromethyl-β-aspartyl-(α-methylester)-S-phenylalaninate
  参考文献：
  名称：

  Sewald, Norbert; Riede, Juergen; Bissinger, Peter, Journal of the Chemical Society. Perkin transactions I, 1992, # 2, p. 267 - 274

  摘要：

  DOI：
• 作为产物：
  描述：

  三氟丙酮酸甲酯 、 氨基甲酸苄酯 在 吡啶 、 三氟乙酸酐 作用下， 以 二氯甲烷 为溶剂， 生成 methyl 2-benzyloxycarbonylimino-3,3,3-trifluoropropionate
  参考文献：
  名称：

  Fluorine-containing α-alkynyl amino esters and access to a new family of 3,4-dehydroproline analogues

  摘要：

  新型α-炔基和α-CF3氨基酯已从电亲核亚胺合成，并用于通过与前催化剂[RuCCCPh2(Cl)(PCy3)(arene)]O3SCF3的炔烯复分解反应生成3-烯基-3,4-脱氢脯氨酸衍生物。这些新的含氟共轭二烯是Diels–Alder反应的活性底物，并导致一种新的双环氨基酯类别的形成。

  DOI：

  10.1039/b007396m

文献信息

• Synthesis of Fluorine-Containing Cyclic α-Amino Acid and α-Amino Phosphonate Derivatives by Alkene Metathesis
  作者：Sergey N. Osipov、Oleg I. Artyushin、Alexey F. Kolomiets、Christian Bruneau、Michel Picquet、Pierre H. Dixneuf

  DOI：10.1002/1099-0690(200110)2001:20<3891::aid-ejoc3891>3.0.co;2-r

  日期：2001.10

  additions into fluorine-containing amino esters and amino phosphonates with two pendent alkene chains (XF2C)(CH2=CH(CH2)nC(NPG)(Z)(CH2)mCH=CH2 [Z = CO2Me, P(O)(OR)2]. The ring-closing metathesis was performed on the α-amino ester dienes with Ru=CHPh(Cl)2(PCy3)2 catalyst and afforded five-, six-, and seven-membered cyclic amino esters, whereas the α-aminophosphonate dienes were transformed with RCM catalyst

  亲电亚氨基酯 XF2CC(=NPG)CO2Me 和亚氨基膦酸酯 CF3CC(=NPG)P(O)(OR)2 (PG = SO2Ph, Cbz, Boc) 通过亲核和亲电加成转化为含氟氨基酯和具有两个烯烃侧链 (XF2C)(CH2=CH(CH2)nC(NPG)(Z)(CH2)mCH=CH2 [Z = CO2Me, P(O)(OR)2] 的氨基膦酸酯。闭环复分解用 Ru=CHPh(Cl)2(PCy3)2 催化剂对 α-氨基酯二烯进行反应，得到五元、六元和七元环氨基酯，而 α-氨基膦酸酯二烯用 RCM 催化剂转化[ Ru=C=C=CPh2(Cl)(PCy3)(p-cymene)]OTf 得到六元和七元环状 α-氨基-α-(三氟甲基)膦酸酯。
• [EN] 5,6-DIHYDRO-2H-[1,4]OXAZIN-3-YL-AMINE DERIVATIVES USEFUL AS INHIBITORS OF BETA-SECRETASE (BACE)<br/>[FR] DÉRIVÉS DE 5,6-DIHYDRO-2H-[1,4]OXAZIN-3-YLAMINE UTILES COMME INHIBITEURS DE BÊTA-SÉCRÉTASE (BACE)
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：WO2011154431A1

  公开（公告）日：2011-12-15

  The present invention relates to novel 5,6-dihydro-2H-[1,4]oxazin-3-ylamine derivatives as inhibitors of beta-secretase, also known as beta-site amyloid cleaving enzyme, BACE, BACE1, Asp2, or memapsin2. The invention is also directed to pharmaceutical compositions comprising such compounds, to processes for preparing such compounds and compositions, and to the use of such compounds and compositions for the prevention and treatment of disorders in which beta-secretase is involved, such as Alzheimer's disease (AD), mild cognitive impairment, senility, dementia, dementia with Lewy bodies, Down's syndrome, dementia associated with stroke, dementia associated with Parkinson's disease and dementia associated with beta- amyloid.

  本发明涉及新型5,6-二氢-2H-[1,4]噁唑啉-3-胺衍生物，作为β-分泌酶抑制剂，也被称为β-位点淀粉样蛋白裂解酶、BACE、BACE1、Asp2或memapsin2。该发明还涉及包含这些化合物的药物组合物，用于制备这些化合物和组合物的方法，以及用于预防和治疗涉及β-分泌酶的疾病的这些化合物和组合物的用途，如阿尔茨海默病（AD）、轻度认知障碍、老年痴呆、带有Lewy小体的痴呆、唐氏综合征、与中风相关的痴呆、与帕金森病相关的痴呆以及与β-淀粉样蛋白相关的痴呆。
• First Synthesis of Totally Orthogonal Protected α-(Trifluoromethyl)- and α-(Difluoromethyl)arginines
  作者：Maurizio Moroni、Beate Koksch、Sergey N. Osipov、Marcello Crucianelli、Massimo Frigerio、Pierfrancesco Bravo、Klaus Burger

  DOI：10.1021/jo0009043

  日期：2001.1.1

  The first synthesis of a series of totally orthogonal protected racemic alpha-(trifluoromethyl)- and alpha-(difluoromethyl)arginines is described. The key steps of the synthesis are the mild guanidinylation procedure and the selective hydrogenation of a CC triple bond in the presence of a Cbz-group.
• 5,6-DIHYDRO-2H-[1,4]OXAZIN-3-YL-AMINE DERIVATIVES USEFUL AS INHIBITORS OF BETA-SECRETASE (BACE)
  申请人：Trabanco-Suárez Andrés Avelino

  公开号：US20130109683A1

  公开（公告）日：2013-05-02

  The present invention relates to novel 5,6-dihydro-2H-[1,4]oxazin-3-ylamine derivatives as inhibitors of beta-secretase, also known as beta-site amyloid cleaving enzyme, BACE, BACE1, Asp2, or memapsin2. The invention is also directed to pharmaceutical compositions comprising such compounds, to processes for preparing such compounds and compositions, and to the use of such compounds and compositions for the prevention and treatment of disorders in which beta-secretase is involved, such as Alzheimer's disease (AD), mild cognitive impairment, senility, dementia, dementia with Lewy bodies, Down's syndrome, dementia associated with stroke, dementia associated with Parkinson's disease and dementia associated with beta-amyloid.
• US9828350B2
  申请人：——

  公开号：US9828350B2

  公开（公告）日：2017-11-28