| 12227788 |
Prashad M, Har D, Chen L, Kim HY, Repic O, Blacklock TJ: An efficient and large-scale enantioselective synthesis of PNP405: a purine nucleoside phosphorylase inhibitor. J Org Chem. 2002 Sep 20;67(19):6612-7.
This synthesis also features the racemization-free reductive removal of the chiral auxiliary in 5 using sodium borohydride, protection of the gamma-cyano alcohol 6 as the trityl ether by a new water-assisted tritylation with trityl chloride and triethylamine or with trityl alcohol and catalytic trifluoroacetic acid, and an efficient one-pot cyclo-guanidinylation of 10 using cyanamide as the guanidinylating agent. |
2(0,0,0,2) |
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| 8095212 |
Ehlhardt WJ, Wheeler WJ, Breau AP, Chay SH, Birch GM: Biotransformation of the antiviral agent 1,3,4-thiadiazol-2-ylcyanamide (LY217896) and characteristics of a mesoionic ribose metabolite. Drug Metab Dispos. 1993 Jan-Feb;21(1):162-70.
In addition to a urea metabolite (II) formed by transformation of the cyanamide functionality, another highly polar metabolite was found in mouse urine and in BSC-1, MDCK, and other cell culture incubations of [14C] LY217896. |
0(0,0,0,0) |
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