Ethoxy-[(4-methoxyphenyl)-(phenylmethoxycarbonylamino)methyl]phosphinic acid | 135348-31-1

• 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: Ethoxy-[(4-methoxyphenyl)-(phenylmethoxycarbonylamino)methyl]phosphinic acid
• CAS: 135348-31-1
• 化学式: C₁₈H₂₂NO₆P
• 分子量: 379.35
• InChiKey: NYFPYWFGLQHLRR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  26
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  94.1
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  diethyl 1-aminophenylmethylphosphonate 、 Ethoxy-[(4-methoxyphenyl)-(phenylmethoxycarbonylamino)methyl]phosphinic acid 在 氯化亚砜 、 三乙胺 作用下， 生成 benzyl N-[[[[diethoxyphosphoryl(phenyl)methyl]amino]-ethoxyphosphoryl]-(4-methoxyphenyl)methyl]carbamate
  参考文献：
  名称：

  Yuan, Chengye; Wang, Guohong, Phosphorus, Sulfur and Silicon and the Related Elements, 1992, vol. 71, p. 207 - 212

  摘要：

  DOI：
• 作为产物：
  描述：

  乙基二氯磷酸酯 、 氨基甲酸苄酯 、 4-甲氧基苯甲醛 在 水 作用下， 生成 Ethoxy-[(4-methoxyphenyl)-(phenylmethoxycarbonylamino)methyl]phosphinic acid
  参考文献：
  名称：

  A Modified Method for Synthesis of Alkyl Hydrogen α-(Benzyloxycarbonylamino)-benzylphosphonates

  摘要：

  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.

  DOI：

  10.1080/00397919708005634

文献信息

• Studies on Organophosphorus Compounds; XLI. A Convenient Synthesis of Alkyl Hydrogen α-(Benzyloxycarbonylamino)benzylphosphonates
  作者：Chengye Yuan、Guohong Wang

  DOI：10.1055/s-1990-26847

  日期：——

  Alkyl hydrogen α-(benzyloxycarbonylamino)benzylphosphonates are prepared from substituted benzaldehydes, benzyl carbamate, and phosphorus(III) chloride in acetic acid containing thionyl chloride and subsequent alcoholysis. The reactions proceed smoothly at room temperature and afford the title compounds in moderate to good yield.

  烷基氢α-(苄氧羧氨基)苄基膦酸酯是由取代的苯甲醛、苄基氨基甲酸酯和氯化磷(III)在含有氯化亚硫酰的醋酸中合成的，随后进行醇解。反应在室温下顺利进行，能够以中等到良好的收率得到目标化合物。
• 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 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.
• Yuan, Chengye; Wang, Guohong, Phosphorus, Sulfur and Silicon and the Related Elements, 1992, vol. 71, p. 207 - 212
  作者：Yuan, Chengye、Wang, Guohong

  DOI：——

  日期：——