10-Camphorsulfonic acid resolving agent

By using this method, both substance (A) and resolving agent (B) can be resolved using a resolving agent composed of optically active and racemic form with a b ratio. Experimental results of the resolution of ( )-phenylglycine (PG) with 10-camphorsulfonic acid (CSA) (a b = 2 1) are shown below (Table 8). 

Chemical Resolution of Compounds Containing Basic Groups. 3-Bromocamphor-8-sulfonic acid has been widely used as a resolving agent for compounds containing basic groups. A number of primary (1), secondary (2), and tertiary (3) amines as well as oxazolines (4) have been resolved by the formation of diastereomeric salts derived from 3-bromo-8-camphorsulfonic acid. 

Resolving Agent for Certain lypes of Amines. TAPA has also been used as resolving agent for some amines that formed either unstable, insoluble, or noncrystalline salts with common resolving acids. Compounds (3) and (4) were among those resolved with TAPA, whereas camphor-10-sulfonic acid, 3-bromo-8-camphorsulfonic acid, 0,0-di-p-toluoyl-(+)-tartaric acid, (+)-tartaric acid, and (+)-camphoric acid could not be used. ... 

R)-Sila-venlafaxine ((R)-5b) was prepared according to Scheme 3 by resolution of rac-5b, using (+)-10-camphorsulfonic acid ((+)-CSA) as the resolving agent (-> (R)-5b (+)-CSA). Treatment of the diastereomerically pure salt (R)-5b (+)-CSA (obtained by 3-fold recrystallization from acetone)... 

Addition of borane to a-pinene produces a useful chiral, reducing agent. 10-Camphorsulfonic acid is a useful resolving agent for amines. 

The desired (S)-isomer was obtaiued by resolution of rac-THpC performed by crystallization of its diastereomeric salts formed with (5)-(+)-camphorsulfonic acid in EtOH. This resolving agent was selected by screening a collection of chiral acids ((5)-(-)-malic acid, (H-)-o,o-p-toluyl-D-tartaric... 

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