(+/-)-<1-<(Benzyloxycarbonyl)amino>-2-phenylethyl>phosphonous acid

• 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-<(Benzyloxycarbonyl)amino>-2-phenylethyl>phosphonous acid
• 英文别名: 1-benzyloxycarbonylamino-2-phenylethylphosphonous acid；1-benzyloxycarbonylamino2-phenylethyl phosphonous acid；(+/-) N-CBZ-1-amino-2-phenylethyl phosphonous acid；(+/-)-{1-[(Benzyloxycarbonyl)amino]-2-phenylethyl}phosphonous acid；[2-phenyl-1-(phenylmethoxycarbonylamino)ethyl]phosphonous acid
• 化学式: C₁₆H₁₈NO₄P
• 分子量: 319.297
• InChiKey: AWERXPVVNHMPLI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  78.8
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (+/-)-<1-<(Benzyloxycarbonyl)amino>-2-phenylethyl>phosphonous acid 在 4-二甲氨基吡啶 、 sodium periodate 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 反应 40.5h， 生成 Dibenzyl (+/-)-<1-<(benzyloxycarbonyl)amino>-2-phenylethyl>phosphonate
  参考文献：
  名称：

  (1H-Benzotriazol-1-yloxy)tris(dimethylamino)phosphonium Hexafluorophosphate- and (1H-Benzotriazol-1-yloxy)tripyrrolidinophosphonium Hexafluorophosphate-Mediated Activation of Monophosphonate Esters: Synthesis of Mixed Phosphonate Diesters, the Reactivity of the Benzotriazolyl Phosphonic Esters vs the Reactivity of the Benzotriazolyl Carboxylic Esters

  摘要：

  A general method for synthesizing mixed phosphonate diesters from monoesters using (1H-benzotriazol-1-yloxy)tris(dimethylamino) hexafluorophosphate or (1H-benzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate reagents is described. The reaction proceeded through a benzotriazolyl ester as shown by comparison with other reagents such as DCC, DCC/DMAP, DCC/1-hydroxybenzotriazole, bromotris(dimethylamino)phosphonium hexafluorophosphate, or O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate and by P-31 NMR analysis. This benzotriazolyl phosphonic ester intermediate was more reactive toward alcohols than toward amines, contrary to its carboxylic analogue.

  DOI：

  10.1021/jo00121a045
• 作为产物：
  描述：

  氯甲酸苄酯 、 1-Amino-2-phenylethylphosphonous acid 在 乙醚 、 乙酸乙酯 、 氯化钠 、 Sodium sulfate-III 、 ether petroleum ether 作用下， 以 sodium hydroxide 、 水 、 1,4-二氧六环 为溶剂， 反应 19.0h， 生成 (+/-)-<1-<(Benzyloxycarbonyl)amino>-2-phenylethyl>phosphonous acid
  参考文献：
  名称：

  Inhibitors of retroviral proteases

  摘要：

  本发明涉及一种化合物，其化学式为##STR1##其中A、Q、R.sup.2、R.sup.3和R.sup.4以及相应的星号标记基团在说明中定义，以及用于抑制逆转录病毒蛋白酶的制备方法和使用方法。

  公开号：

  US05663139A1

文献信息

• Process for preparing phosphonic acids
  申请人：E. R. Squibb & Sons, Inc.

  公开号：US04670193A1

  公开（公告）日：1987-06-02

  A process for preparing phosphonic acids of the structure ##STR1## wherein R.sub.1 is lower alkyl, aryl, cycloalkyl or arylalkyl, and R.sub.2 is H, benzyl or ##STR2## by oxidizing the corresponding phosphonous acid ##STR3## employing as the oxidizing agent potassium permanganate or sodium periodate.

  一种制备磷酸的过程，其结构为##STR1##其中R.sub.1是低烷基，芳基，环烷基或芳基烷基，R.sub.2是H，苄基或##STR2##，通过使用高锰酸钾或过碘酸钠作为氧化剂氧化相应的膦酸##STR3##。
• Catalytic antibodies which hydrolyze primary amides and methods for eliciting and use of such antibodies
  申请人：Igen International, Inc.

  公开号：US06479265B1

  公开（公告）日：2002-11-12

  Described and claimed are compounds of the formula wherein: Y is a polypeptide, R1 is bonded to the N-terminus of Y and is hydrogen or a branched or linear, substituted or unsubstituted, C1-21 alkyl, alkene, or alkyne group, R2 is a side chain of a naturally occuring amino acid, and X is Such compounds are useful as haptens and immunogens for the elicitation of antibodies which catalytically enhance the rate of formation or hydrolysis of primary amide bonds. Also described and claimed are methods employing the compounds and antibodies.

  所述和声称的化合物的公式为其中：Y是多肽，R1与Y的N-末端连接，并且是氢或支链或线性，取代或未取代的C1-21烷基，烯烃或炔基团，R2是天然发生的氨基酸侧链，X为 这些化合物可用作半抗原和免疫原，用于诱导催化增强初级酰胺键的形成或水解的抗体。还描述和声称了使用这些化合物和抗体的方法。
• Catalytic antibodies which hydrolyze primary amides and methods for
  申请人：IGEN International, Inc.

  公开号：US05900237A1

  公开（公告）日：1999-05-04

  Described and claimed are compounds of formula (I) wherein Y is a polypeptide, R.sub.1 is bonded to the N-terminus of Y and is hydrogen or a branched or linear, substituted or unsubstituted, C.sub.1-21 alkyl, alkene, or alkyne group, R.sub.2 is a side chain of a naturally occurring amino acid, and X is (a), (b), (c). Such compounds are useful as haptens and immunogens for the elicitation of antibodies which catalytically enhance the rate of formation or hydrolysis of primary amide bonds. Also described and claimed are methods employing the compounds and antibodies.

  所述及声称的是化合物公式(I)的化合物，其中Y是多肽，R.sub.1与Y的N-末端连接，是氢或支链或线性，取代或未取代的C.sub.1-21烷基，烯烃或炔基，R.sub.2是天然氨基酸的侧链，而X是(a)、(b)、(c)。这些化合物可用作半抗原和免疫原，用于诱导抗体，这些抗体在催化原始酰胺键的形成或水解速率方面具有增强作用。还描述和声称了使用这些化合物和抗体的方法。
• US5663139A
  申请人：——

  公开号：US5663139A

  公开（公告）日：1997-09-02