(S)-tert-butyl 2-(diethoxyphosphoryl)-1-phenylethylcarbamate | 1313705-97-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 英文名称: (S)-tert-butyl 2-(diethoxyphosphoryl)-1-phenylethylcarbamate
• 英文别名: tert-butyl N-[(1S)-2-diethoxyphosphoryl-1-phenylethyl]carbamate
• CAS: 1313705-97-3
• 化学式: C₁₇H₂₈NO₅P
• 分子量: 357.387
• InChiKey: ILSIETAELXEEKD-OAHLLOKOSA-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：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  73.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  L-苯甘氨酸 在 咪唑 、 sodium tetrahydroborate 、 sodium periodate 、 氯化亚砜 、 ruthenium(III) chloride trihydrate 、 碘 、 sodium hydride 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 乙腈 为溶剂， 反应 18.17h， 生成 (S)-tert-butyl 2-(diethoxyphosphoryl)-1-phenylethylcarbamate
  参考文献：
  名称：

  The first synthesis of β-amino phosphonates using cyclic sulfamidates

  摘要：

  Cyclic sulfamidates (prepared from a-amino acids and beta-amino alcohols) have been used for the first time for the synthesis of novel beta-amino phosphonates (chiral and achiral) by treatment with dialkyl phosphites using sodium hydride. 2-Substituted and 1,2-disubtituted beta-amino phosphonates have efficiently been prepared following this method. The products are formed in high yield (79-84%) within 8-12 h. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.04.115

文献信息

• Asymmetric Synthesis of α,β-Diaminophosphonic Acid Derivatives with a Catalytic Enantioselective Mannich Reaction
  作者：Robert Djiokeng Momo、Francesco Fini、Luca Bernardi、Alfredo Ricci

  DOI：10.1002/adsc.200900208

  日期：2009.10

  Optically active α,β-diaminophosphonic acid derivatives were obtained from the catalytic enantioselective Mannich reaction of phosphoglycine Schiff bases with N-Boc-imines, generated in situ from α-amido sulfones.

  从α-酰胺基砜原位产生的磷酸甘氨酸席夫碱与N -Boc-亚胺的催化对映选择性曼尼希反应获得旋光性α，β-二氨基膦酸衍生物。
• The first synthesis of β-amino phosphonates using cyclic sulfamidates
  作者：Biswanath Das、Cheruku Ravindra Reddy、Siddavatam Nagendra、Maram Lingaiah

  DOI：10.1016/j.tetlet.2011.04.115

  日期：2011.7

  Cyclic sulfamidates (prepared from a-amino acids and beta-amino alcohols) have been used for the first time for the synthesis of novel beta-amino phosphonates (chiral and achiral) by treatment with dialkyl phosphites using sodium hydride. 2-Substituted and 1,2-disubtituted beta-amino phosphonates have efficiently been prepared following this method. The products are formed in high yield (79-84%) within 8-12 h. (C) 2011 Elsevier Ltd. All rights reserved.