144896-92-4Relevant articles and documents
A mild approach to synthesise enantiopure glycine-derived 5-phenylthiomorpholinone
Monir, Diana K.,Harwood, Laurence M.
, (2021/03/04)
A seven-step synthetic route has been developed to access the labile C-3 unsubstituted 5-phenylthiomorpholinone system for the first time. The key step involved the nucleophilic ring opening of Boc-phenylmorpholinone to give the corresponding methyl ester. The sulfur introduction was accomplished through a Mitsunobu reaction to yield a thioacetate, which was then hydrolysed to provide the thiol acid. Cyclization of the thiol acid was achieved using DCC in the presence of DMAP, to give Boc-phenylthiomorpholinone and subsequent deprotection afforded the elusive C-3 unsubstituted 5-phenylthiomorpholinone.
Method for preparing tartrate EGS
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Paragraph 0075; 0076; 0077, (2017/07/31)
The invention discloses a method for preparing tartrate EGS. The method comprises the following steps: (1) subjecting EGS-A4 represented by a formula shown in the description and trifluoroacetic acid to a reduction reaction in an inert atmosphere in the presence of a catalyst, so as to obtain EGS-SMA represented by a formula shown in the description after the reaction is complete, wherein the catalyst is Pd/C or the like; (2) preparing EGS-SMB represented by a formula shown in the description from EGS-B0 represented by a formula shown in the description, an acid binding agent and EGS-B0' represented by a formula shown in the description, then, subjecting the EGS-SMB to a reaction with the EGS-SMA so as to obtain EGS-API represented by a formula shown in the description, and then, subjecting the EGS-API to a reaction with L-tartaric acid, thereby obtaining the final product. The method can adapt to large-scale production processes and has the process characteristics of wide source, low cost and stable yield, and the yield of the obtained tartrate EGS is remarkably higher than that of the existing methods and can reach 95%, so that the method has an important application value.
Synthesis of UDP-glucose: N-acylsphingosine glucosyltransferase inhibitors
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, (2008/06/13)
Disclosed is a novel enantiomeric synthesis cermamide-like inhibitors of UDP-glucose: N-acylsphingosine glucosyltransferase. Also disclosed are novel intermediates formed during the synthesis.