156276-21-0Relevant articles and documents
Bioreduction of methyl o-chlorobenzoylformate at 500 g L-1 without external cofactors for efficient production of enantiopure clopidogrel intermediate
Ni, Yan,Pan, Jiang,Ma, Hong-Min,Li, Chun-Xiu,Zhang, Jie,Zheng, Gao-Wei,Xu, Jian-He
, p. 4715 - 4717 (2012)
Biocatalytic reduction of methyl o-chlorobenzoylformate (CBFM) provides a green and direct access to methyl (R)-o-chloromandelate [(R)-CMM], an intermediate for a platelet aggregation inhibitor named clopidogrel. As much as 500 g L-1 of CBFM wa
Generation of Tosyl Azide in Continuous Flow Using an Azide Resin, and Telescoping with Diazo Transfer and Rhodium Acetate-Catalyzed O–H Insertion
Collins, Stuart G.,Lynch, Denis,Maguire, Anita R.,O'callaghan, Katie S.,O'mahony, Rosella M.
, p. 2772 - 2785 (2021/12/13)
Generation of tosyl azide 12 in acetonitrile in flow under water-free conditions using an azide resin and its use in diazo transfer to a series of aryl acetates are described. Successful telescoping with a rhodium acetate-catalyzed O–H insertion has been
New 4-aryl-1,3,2-oxathiazolylium-5-olates: Chemical synthesis and photochemical stability of a novel series of S-nitrosothiols
Eilertsen, Monica,Allin, Steve M.,Pearson, Russell J.
supporting information, p. 1106 - 1110 (2018/02/28)
S-nitrosothiols (RSNOs) remain one of the most popular classes of NO-donating compounds due to their ability to release nitric oxide (NO) under non-enzymatic means whilst producing an inert disulphide by-product. However, alligning these compounds to the different biological fields of NO research has proved to be problematic due to the inherent instability of such compounds under a variety of conditions including heat, light and the presence of copper ions. 1,3,2-Oxathiazolylium-5-olates (OZOs) represent an interesting subclass of S-nitrosothiols that lock the –SNO moiety into a five membered heterocyclic ring in an attempt to improve the compound's overall stability. The synthesis of a novel series of halogen-containing OZOs was comprehensively studied resulting in a seven-step route and overall yields ranging between 21 and 37%. The photochemical stability of these compounds was assessed to determine if S-nitrosothiols locked within these mesoionic ring systems can offer greater stability and thereby release NO in a more controllable fashion than their non-cyclic counterparts.
