2-(tert-butyloxycarbonylamino)-2-(diethyloxyphosphoryl)acetic acid | 856668-36-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-(tert-butyloxycarbonylamino)-2-(diethyloxyphosphoryl)acetic acid
• 英文别名: 2-((tert-Butoxycarbonyl)amino)-2-(diethoxyphosphoryl)acetic acid；2-diethoxyphosphoryl-2-[(2-methylpropan-2-yl)oxycarbonylamino]acetic acid
• CAS: 856668-36-5
• 化学式: C₁₁H₂₂NO₇P
• 分子量: 311.272
• InChiKey: CURHJIPYHLVEHA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  20
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  111
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-(tert-butyloxycarbonylamino)-2-(diethyloxyphosphoryl)acetic acid 在 [(COD)Rh((S,S)-Et-DuPHOD)]OTF 4-二甲氨基吡啶 、 氢气 、 N,N'-二环己基碳二亚胺 、 四甲基胍 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 20.0 ℃ 、3.45 MPa 条件下， 反应 49.0h， 生成 benzyl (2S)-4-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-2-(tert-butyloxycarbonylamino)butanoate
  参考文献：
  名称：

  C-Linked Galactosyl Serine AFGP Analogues as Potent Recrystallization Inhibitors

  摘要：

  A series of C-linked antifreeze glycoprotein analogues have been prepared to evaluate antifreeze activity as a function of distance between the carbohydrate moiety and polypeptide backbone. The building blocks for these analogues were prepared using either an olefin cross-metathesis or catalytic asymmetric hydrogenation. Analysis of antifreeze protein-specific activity revealed that only analogue 2a (n = 1) was a potent recrystallization inhibitor and thus has potential medical and industrial applications.

  DOI：

  10.1021/ol050677x
• 作为产物：
  描述：

  2-氨基-2-(二乙氧基磷酰基)乙酸甲酯 在 sodium hydroxide 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 生成 2-(tert-butyloxycarbonylamino)-2-(diethyloxyphosphoryl)acetic acid
  参考文献：
  名称：

  C-Linked Galactosyl Serine AFGP Analogues as Potent Recrystallization Inhibitors

  摘要：

  A series of C-linked antifreeze glycoprotein analogues have been prepared to evaluate antifreeze activity as a function of distance between the carbohydrate moiety and polypeptide backbone. The building blocks for these analogues were prepared using either an olefin cross-metathesis or catalytic asymmetric hydrogenation. Analysis of antifreeze protein-specific activity revealed that only analogue 2a (n = 1) was a potent recrystallization inhibitor and thus has potential medical and industrial applications.

  DOI：

  10.1021/ol050677x

文献信息

• US6518283B1
  申请人：——

  公开号：US6518283B1

  公开（公告）日：2003-02-11