[(4-Chlorophenyl)-(phenylmethoxycarbonylamino)methyl]-methoxyphosphinic acid | 99109-20-3

• 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: [(4-Chlorophenyl)-(phenylmethoxycarbonylamino)methyl]-methoxyphosphinic acid
• CAS: 99109-20-3
• 化学式: C₁₆H₁₇ClNO₅P
• 分子量: 369.741
• InChiKey: ADIFPALERLYLAB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  24
• 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：
  84.9
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  α-(N-benzyloxycarbonyl)amino-p-chlorobenzylphosphonic acid 、 碘甲烷 以79%的产率得到
  参考文献：
  名称：

  YUAN, CHENG-YE;QI, YOU-MAO;XIANG, CAI-LI, ACTA CHIM. SIN., 1985, 43, N 5, 243-249

  摘要：

  DOI：

文献信息

• Studies on Organophosphorus Compounds XLVII: Acetyl Chloride - A Versatile Reagent for the Synthesis of 1-Aminoalkyl- and Amino(aryl)methylphosphonic Acid Derivatives
  作者：Chengye Yuan、Shoujun Chen、Guohong Wang

  DOI：10.1055/s-1991-26503

  日期：——

  Acetyl chloride is used successfully in the synthesis of 1-aminoalkyl- and amino(aryl)methylphosphonic acid derivatives by a three-component condensation reaction involving diethyl phosphoramidate, aldehydes and diphenyl phosphite. Furthermore, in the reaction of benzyl carbamate, aldehydes and phosphorus(III) chloride, acetyl chloride facilates the formation of alkyl hydrogen 1-(benzyloxycarbonylamino)alkylphosphonates or aryl(benzyloxycarbonylamino) methylphosphonates, key intermediates in the synthesis of phosphonopeptide with a P-N bond. In comparison with other methods, the present variation affords wider scope of application including the use of some aliphatic aldehydes, fair yields and mild reaction conditions.

  乙酰氯被成功用于通过涉及磷酰胺酸二乙酯、醛和亚磷酸二苯酯的三组分缩合反应合成 1-氨基烷基和氨基（芳基）甲基膦酸衍生物。 此外，在氨基甲酸苄酯、醛类和氯化磷（III）的反应中，乙酰氯有助于形成烷基氢 1-（苄氧羰基氨基）烷基膦酸盐或芳基（苄氧羰基氨基）甲基膦酸盐，它们是合成具有 P-N 键的膦肽的关键中间体。与其他方法相比，本变体具有更广泛的应用范围，包括使用一些脂肪族醛、较高的产率和温和的反应条件。
• A novel and convenient method for synthesizing unsymmetrical N-benzyloxycarbonyl-protected 1-amino-1-arylalkylphosphonate mixed diesters
  作者：Jiaxi Xu、Nanyan Fu

  DOI：10.1039/b008340m

  日期：——

  Unsymmetrical N-benzyloxycarbonyl-protected 1-amino-1-arylalkylphosphonate mixed diesters were synthesized using a one-pot reaction involving benzyl carbamate, aromatic aldehydes and alkoxydichlorophosphine, followed by treatment with alcohols in the presence of triethylamine. The reactions were followed by 31P NMR and a mechanism is proposed.

  利用氨基甲酸苄酯、芳香醛和烷氧基二氯化膦的一锅反应，然后在三乙胺存在下用醇处理，合成了非对称的 N-苄氧羰基保护的 1-氨基-1-芳基烷基膦酸盐混合二酯。31P NMR 对反应进行了跟踪，并提出了一种机理。
• A Modified Method for Synthesis of Alkyl Hydrogen α-(Benzyloxycarbonylamino)-benzylphosphonates
  作者：Qing Dai、Ruyu Chen

  DOI：10.1080/00397919708005634

  日期：1997.10

  A series of alkyl hydrogen alpha-(benzyloxycarbonylamino)benzylphosphonates are prepared from benzyl carbamate, substituted benzaldehydes and alkoxydichlorophosphine in acetyl chloride and subsequent hydrolysis. Compared with the previous methods, the reaction avoids producing the corresponding diesters and thus improves the yields of the products.
• A Facile Synthesis of N-Protected 1-Aminoalkylphosphonamidate Derivatives
  作者：Jiaxi Xu、Nanyan Fu

  DOI：10.1080/00397910008087030

  日期：2000.11

  N-protected 1-amino-alkylphosphonamidates were synthesized using one-pot reactions of benzyl carbamate, aldehydes and alkoxyphosphine dichlorides and then with amines in the presence of triethylamine.
• YUAN, CHENG-YE;QI, YOU-MAO;XIANG, CAI-LI, ACTA CHIM. SIN., 1985, 43, N 5, 243-249
  作者：YUAN, CHENG-YE、QI, YOU-MAO、XIANG, CAI-LI

  DOI：——

  日期：——