859195-44-1Relevant articles and documents
Condensation of vilsmeier salts, derived from tetraalkylureas, with α-hydroxy amide derivatives: One-pot approach to synthesize 2-dialkylamino-2-oxazolin-4-ones
Liu, Bengen,Su, Dongshan,Wei, Zhonglin,Cao, Jungang,Liang, Dapeng,Lin, Yingjie,Duan, Haifeng
supporting information, p. 249 - 252 (2017/02/10)
A novel and straightforward synthetic protocol was developed to synthesize 2-dialkylamino-2-oxazolin-4-ones from various Vilsmeier salts and α-hydroxy amides derivatives. Notably, thozalinone (3a), as a mild stimulant in tristimania and anorexic, could be synthesized simply and in a high yield using this methodology.
Enzymatic Hydrocyanation of a Sterically Hindered Aldehyde. Optimization of a Chemoenzymatic Procedure for (R)-2-Chloromandelic Acid
Van Langen, Luuk M.,Van Rantwijk, Fred,Sheldon, Roger A.
, p. 828 - 831 (2013/09/05)
The asymmetric synthesis of (R)-o-chloromandelic acid, a key intermediate for the anti-thrombotic agent clopidogrel, via the almond meal catalyzed hydrocyanation of 2-chlorobenzaldehyde and subsequent acidic hydrolysis was developed into an industrially viable procedure. The use of a minimum amount of water consistent with enzyme activity and a slow feed of the reactants were the keys to obtaining (R)-2-chloromandelonitrile in a high (98%) yield and satisfactory (90%) enantiomeric excess. Acidic hydrolysis of the nitrile followed by crystallization from toluene afforded enantiopure (ee > 99%) (R)-2-chloromandelic acid.
