Organic Synthesis Research Laboratory, Sumitomo Chemical Co. Ltd., 1-98 Kasugade-naka 3-chome, Konohana-ku, Osaka, Japan.
J Chem Inf Model. 2010 Mar 22;50(3):327-38. doi: 10.1021/ci9004332.
To be able to estimate the reactivity of functional groups under certain reaction conditions, we have stored three types of data: (1) data of change or destruction of the functional groups by the conditions of the reaction conditions; (2) data showing no influence of the reaction conditions on the functional groups; and (3) data showing the relative reactivity of two functional groups in the presence of certain reaction conditions. These three types of data, considered together, form entities that are referenced as "interaction data". These interaction data are used in a synthesis design system called SYNSUP. A new module in our system has been constructed that automatically generates interaction data from the reaction databases. From 15 265 reactions in the database, our program selected 2763 useful reactions with yields of > or =90% and one functional group change. From these useful reactions, data regarding 465 interferences, 815 cases of inert functional groups (under the reaction conditions), and 62 relative rate data could be extracted. In addition, with the use of multiple relative rate datasets, the reactivity of more than two functional groups could be deduced.
为了能够估算特定反应条件下官能团的反应性，我们存储了三类数据：（1）官能团在反应条件下发生变化或破坏的数据；（2）反应条件对官能团没有影响的数据；以及（3）在特定反应条件下两个官能团相对反应性的数据。这三类数据一起构成了被称为“相互作用数据”的实体。这些相互作用数据用于我们称之为 SYNSUP 的合成设计系统。我们的系统构建了一个新模块，可以从反应数据库中自动生成相互作用数据。从数据库中的 15265 个反应中，我们的程序选择了 2763 个产率大于等于 90%且只有一个官能团变化的有用反应。从这些有用的反应中，可以提取出 465 个干扰、815 个惰性官能团（在反应条件下）和 62 个相对速率数据。此外，通过使用多个相对速率数据集，可以推断出两个以上官能团的反应性。
