Synthesis and stereochemistry of rac.-trans-tetrahydro-6-hydroxy-7-(4-methoxyphenyl)-1,4-thiazepin-5(2H)-one |
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Authors: | Erno Mohacsi Jay P. O'Brien Louis J. Todaro |
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Abstract: | The base catalyzed reaction of 2-aminoethanethiol ( 3 ) with trans-3-(p-methoxyphenyl)glycidate ( 4 ) gave a mixture of isomeric lactams 5 and 6 , and in addition, a by-product 7 . The structures of these isomers were proven by X-ray crystallography. The data revealed that both isomers adopt the chair conformation in the solid state and the size of the heterocyclic ring in compound 5 is a six- and in compound 6 is a seven-membered ring. |
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