benzyl 2-(tert-butyloxycarbonylamino)-2-(diethyloxyphosphoryl)acetate | 142980-15-2

• 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: benzyl 2-(tert-butyloxycarbonylamino)-2-(diethyloxyphosphoryl)acetate
• 英文别名: (+/-) benzyl N-t-BOC-2-(diethoxyphosphoryl)glycinate；Benzyl 2-diethoxyphosphoryl-2-[(2-methylpropan-2-yl)oxycarbonylamino]acetate
• CAS: 142980-15-2
• 化学式: C₁₈H₂₈NO₇P
• 分子量: 401.397
• InChiKey: ZNVPCBOFUGHMOG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  27
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  100
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  benzyl 2-(tert-butyloxycarbonylamino)-2-(diethyloxyphosphoryl)acetate 在 盐酸 、 lithium tetrafluoroborate 、 magnesium sulfate 作用下， 以 甲醇 、 乙醚 、 二氯甲烷 、 水 、 乙腈 为溶剂， 反应 58.17h， 生成 benzyl 2-[(2S,5R,11S)-8-(acetyloxymethyl)-3-oxo-11-phenyl-9-oxa-1,4-diazatricyclo[6.3.0.02,5]undecan-4-yl]-2-diethoxyphosphorylacetate
  参考文献：
  名称：

  Synthesis of optically active .beta.-lactams by the photolytic reaction of imines with optically active chromium carbene complexes. 2. Synthesis of 1-carbacephalothin and 3-ANA relays

  摘要：

  A relay (3) to optically active 1-carbacephalothin (4) was prepared in modest yield with high stereoselectivity by the photochemical reaction of optically active chromium carbene complex 1 with functionalized imine 2. In contrast, the photochemical reaction of carbene complex 1 with imine precursors 15a,b to the nocardicins was much less stereoselective.

  DOI：

  10.1021/jo00046a030
• 作为产物：
  描述：

  2-氨基-2-(二乙氧基磷酰基)乙酸甲酯 在 4-二甲氨基吡啶 、 sodium hydroxide 、 N,N'-二环己基碳二亚胺 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 生成 benzyl 2-(tert-butyloxycarbonylamino)-2-(diethyloxyphosphoryl)acetate
  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