N-methoxycarbonyl-2-phenylethenylamine | 90921-81-6

• 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: N-methoxycarbonyl-2-phenylethenylamine
• 英文别名: methyl N-styrylcarbamate；Methylstyrylcarbamat；styrylcarbamic acid methyl ester；Styryl-carbamidsaeure-methylester；(β-Phenyl-aethyliden)-carbamidsaeure-methylester；β-Phenaethyliden-carbamidsaeure-methylester；methyl N-(2-phenylethenyl)carbamate
• CAS: 90921-81-6
• 化学式: C₁₀H₁₁NO₂
• 分子量: 177.203
• InChiKey: TUNKFMXAJGUPEA-UHFFFAOYSA-N

物化性质

• 熔点：
  122 °C
• 沸点：
  181 °C(Press: 14 Torr)
• 密度：
  1.112±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-methoxycarbonyl-2-phenylethenylamine 在 acetic acid ester 作用下， 生成 甲酰氨基甲酸甲酯
  参考文献：
  名称：

  Rinkes, Recueil des Travaux Chimiques des Pays-Bas, 1929, vol. 48, p. 961

  摘要：

  DOI：
• 作为产物：
  描述：

  反-肉桂酰胺 生成 N-methoxycarbonyl-2-phenylethenylamine
  参考文献：
  名称：

  Weerman, Justus Liebigs Annalen der Chemie, 1913, vol. 401, p. 10

  摘要：

  DOI：

文献信息

• A convenient method for synthesis of optically active β-hydroxyamines from primary amines through enecarbamates as key intermediates
  作者：Yoshihiro Matsumura、Takahiro Ohishi、Chihiro Sonoda、Toshihide Maki、Mitsuaki Watanabe

  DOI：10.1016/s0040-4020(97)00170-1

  日期：1997.3

  This report describes a new method to prepare optically active β-hydroxyamines starting from primary amines. The method consists of a transformation of N-methoxycarbonylated primary amines to the corresponding enecarbamates utilizing electrochemical oxidation and an asymmetric hydroboration of the enecarbamates to produce optically active β-hydroxyamines.

  该报告描述了一种从伯胺开始制备旋光性β-羟胺的新方法。该方法包括利用电化学氧化将N-甲氧基羰基化的伯胺转化成相应的烯甲酸酯，以及烯胺酸酯的不对称加氢硼化以产生光学活性的β-羟胺。
• Pd(0)-Catalyzed Diastereoselective and Enantioselective Intermolecular Heck–Miyaura Borylation of Internal Enamides for the β-Aminoboronate Ester Synthesis
  作者：Chenchen Wang、Yang Xi、Tingting Xia、Jingping Qu、Yifeng Chen

  DOI：10.1021/acscatal.3c05564

  日期：2024.1.5

  diboron reagent. This Heck-triggered borylation protocol proceeds in a highly chemoselective, diastereoselective, and enantioselective manner, thus allowing the expedient construction of 1,2-diaryl substituted β-aminoboronate esters derivatives with vicinal stereogenic centers. The versatility of the resulting benzylic boronic esters allows for their further transformation to more-intricate chiral amines

  宫浦硼化被广泛认为是构建有机硼化合物最可靠的方法之一。本文报道了 Pd(0) 催化的不对称三组分 Heck-Miyaura 硼化反应，其中拦截了内烯烃、芳基重氮盐和二硼试剂。这种 Heck 触发的硼化方案以高度化学选择性、非对映选择性和对映选择性方式进行，从而可以方便地构建具有邻位立体中心的 1,2-二芳基取代的 β-氨基硼酸酯衍生物。所得的苄基硼酸酯的多功能性允许它们进一步转化为更复杂的手性胺。
• Thiele; Pickard, Justus Liebigs Annalen der Chemie, 1899, vol. 309, p. 193
  作者：Thiele、Pickard

  DOI：——

  日期：——
• Determination of Prefracture Physical Function in Community-Dwelling People Who Fracture Their Hip
  作者：T. J. Overend、B. M. Chesworth、M. Sandrin、S. Stroud、R. J. Petrella、R. McCalden

  DOI：10.1093/gerona/55.11.m698

  日期：2000.11.1

  Background, Prefracture physical function must be accurately determined to set appropriate and attainable goals for rehabilitation following hip fracture. This is especially important for people who were living independently prior to their fracture. This study determines reliability and internal consistency of a prefracture physical function questionnaire (PFPFQ) completed by both patients and knowledgeable informants (KIs).Methods. A 20-item PFPFQ, including ambulation, transfers, balance, and self-care domains, was developed using focus groups. Community-dwelling patients with a hip fracture (N = 40, 77.9 +/- 8 years) completed the PFPFQ on two occasions during postoperative acute care. Forty KIs were identified by the patients and also completed the PFPFQ on two occasions via telephone interview. Day-to-day reliability of the patients and KIs [intraclass correlation coefficients (ICC)], and internal consistency [Kuder-Richardson coefficient (KR)] of the PFPFQ were determined.Results. Intrarater reliability was high with ICCs (95% confidence interval) of 0.94 (0.89, 0.96) for patients and 0.96 (0.93, 0.98) for KIs. Interrater reliability on occasion 1 had an ICC of 0.81 (0.69, 0.88). Internal consistency of the patient responses on the first occasion was high (KR coefficient = 0.896).Conclusions. The PFPFQ is a reliable and internally consistent instrument for determining prefracture physical function in community-dwelling people who fracture their hip. In situations where patients with a hip fracture are unable to provide this necessary information, KIs can provide reliable estimates of prefracture function to assist in setting appropriate rehabilitation goals.
• Weerman, Recueil des Travaux Chimiques des Pays-Bas, 1910, vol. 29, p. 20
  作者：Weerman

  DOI：——

  日期：——