(1-(N-(tert-butyloxycarbonyl)amino)-2-phenylethyl) phosphinic acid | 131702-11-9

• 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: (1-(N-(tert-butyloxycarbonyl)amino)-2-phenylethyl) phosphinic acid
• 英文别名: (1-tert-butoxycarbonylamino-2-phenyl-ethyl)-phosphinic acid
• CAS: 131702-11-9
• 化学式: C₁₃H₂₀NO₄P
• 分子量: 285.28
• InChiKey: USFQDGCRSQFUQZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.55
• 重原子数：
  19.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  75.63
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (1-(N-(tert-butyloxycarbonyl)amino)-2-phenylethyl) phosphinic acid 以39%的产率得到
  参考文献：
  名称：

  SAMPSON, NICOLE S.;BARTLETT, PAUL A., BIOCHEMISTRY, 30,(1991) N, C. 2255-2263

  摘要：

  DOI：
• 作为产物：
  描述：

  (R,S)-((1-amino)-2-phenylethyl) phosphinic acid 、 2-(tert-butoxycarbonyloxyimino)-2-phenylacetonitrile 以46%的产率得到
  参考文献：
  名称：

  SAMPSON, NICOLE S.;BARTLETT, PAUL A., BIOCHEMISTRY, 30,(1991) N, C. 2255-2263

  摘要：

  DOI：

文献信息

• Phosphinic acids
  申请人：Hilpert Hans

  公开号：US20050107341A1

  公开（公告）日：2005-05-19

  The present invention relates to phosphinic acid derivatives of formula I wherein R 1 , R 2 , R 3 and R 4 are described hereinabove. These compounds can be used in the treatment or prevention of a disease related to the inhibition of β-secretase, inter alia for the treatment of Alzheimer's disease.

  本发明涉及式I的膦酸衍生物，其中R1、R2、R3和R4如上所述。这些化合物可用于治疗或预防与β-分泌酶抑制有关的疾病，包括治疗阿尔茨海默病。
• Solid phase synthesis of phosphinic peptides
  作者：Jean-Marc Campagne、Jacques Coste、Laurent Guillou、Annie Heitz、Patrick Jouin

  DOI：10.1016/s0040-4039(00)60522-1

  日期：1993.6

  The absence of a coupling reaction between a phosphinic acid and an amino ester during activation with the reagents BOP or PyBOP allowed the synthesis of phosphinopeptides from phospho-analogues of dipeptides, unprotected on the phosphinic acid.
• Active Methylene Phosphinic Peptides:  A New Diversification Approach
  作者：Magdalini Matziari、Magdalini Nasopoulou、Athanasios Yiotakis

  DOI：10.1021/ol060575m

  日期：2006.5.1

  Simple, rapid, and efficient methods for P-1' diversification of phosphinic peptides have been developed, employing alkylation and Knoevenagel-type condensation reactions with active methylene phosphinic scaffolds, thus leading to a wide variety of diversified phosphinic and dehydrophosphinic peptides.
• A convenient method to synthesize phosphinic peptides containing an aspartyl or glutamyl aminophosphinic acid. Use of the phenyl group as the carboxyl synthon
  作者：Dimitris Georgiadis、Magdalini Matziari、Stamatia Vassiliou、Vincent Dive、Athanasios Yiotakis

  DOI：10.1016/s0040-4020(99)00910-2

  日期：1999.12

  Many attempts to synthesize Asp Psi(PO2CH2)Ala phosphinic pseudodipeptides by Michael addition of aspartyl aminophosphinic acid to ethyl methacrylate have failed. The preparation of such phosphinic peptides was finally achieved starting from a protected Phe Psi(PO2CH2)Ala phosphinic building block. The key step is a mild oxidation of the phenyl group to carboxylic acid by use of the ruthenium trichloride-sodium metaperiodate system. (C) 1999 Elsevier Science Ltd. All rights reserved.
• PHOSPHINIC ACID DERIVATIVES, BETA-SECRETASE INHIBITORS FOR THE TREATMENT OF ALZHEIMER'S DISEASE
  申请人：F. HOFFMANN-LA ROCHE AG

  公开号：EP1685142A1

  公开（公告）日：2006-08-02