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Title: | Synthesis of substituted steroidal thiadiazole, triazole and oxidotriazole |
Authors: | Shamsuzzaman Siddiqui, Tabassum Alam, Mohd. Gulfam |
Keywords: | Steroidal thiadiazole;Triazole;Oxidotriazole;Ethyl chloroacetate;Heterocyclization |
Issue Date: | Dec-2007 |
Publisher: | CSIR |
Abstract: | Ethyl-5-cholesten-3β-O-acetate 2 and its thiosemicarbazide 3 have been synthesized by the reaction of 3β-hydroxycholest-5-ene 1 with ethyl chloroacetate and 2 with thiosemicarbazide in 1,4 dioxane, respectively. The thiosemicarbazide 3 on chemoselective heterocyclization with conc. H₂SO₄, conc. NaOH and iodine in the presence of alkali separately afforded 3β-[5'-amino-1',2',4'-thiadiazole-3'-methoxy]-cholest-5-ene 4,3β-[5'-mercapto-1',2',4'-triazole-3'-methoxy]-cholest-5-ene 5 and 3β-[5'-mercapto-3',5'-oxido-1',2',4'-triazolo-3'-methoxy]-5⍺-cholestane 6, respectively. The structures of these compounds have been established on the basis of elemental, analytical and spectral data. |
Page(s): | 2068-2070 |
URI: | http://hdl.handle.net/123456789/810 |
Appears in Collections: | IJC-B Vol.46B(12) December 2007] |
Files in This Item:
File | Description | Size | Format | |
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IJCB 46B(12) (2007) 2068-2070.pdf | 127.75 kB | Adobe PDF | View/Open |
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