Synthesis of 3β, 20S-dihydroxycholest-5-en-23-one 3-triethylammonium sulfate

3β,20S-dihydroxycholest-5-en-23-one 3-triethylammonium sulfate was synthesized from pregnenolone. The introduction of the side chain was accomplished by Mukaiyama cross-aldol reaction of 3β-formyloxypregnenolone with 4-methyl-2-trimethylsilyloxy-1-pentene. After formate ester deprotection under very...

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Autores principales: Comin, M.J., Maier, M.S.
Formato: JOUR
Acceso en línea:http://hdl.handle.net/20.500.12110/paper_03650375_v86_n3-6_p117_Comin
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Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) de Universidad de Buenos Aires
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spelling todo:paper_03650375_v86_n3-6_p117_Comin2023-10-03T15:27:50Z Synthesis of 3β, 20S-dihydroxycholest-5-en-23-one 3-triethylammonium sulfate Comin, M.J. Maier, M.S. 3β,20S-dihydroxycholest-5-en-23-one 3-triethylammonium sulfate was synthesized from pregnenolone. The introduction of the side chain was accomplished by Mukaiyama cross-aldol reaction of 3β-formyloxypregnenolone with 4-methyl-2-trimethylsilyloxy-1-pentene. After formate ester deprotection under very mild conditions, sulfation at position 3 was easily carried out with sulfur trioxide-triethylamine complex. Fil:Comin, M.J. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Maier, M.S. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. JOUR info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar http://hdl.handle.net/20.500.12110/paper_03650375_v86_n3-6_p117_Comin
institution Universidad de Buenos Aires
institution_str I-28
repository_str R-134
collection Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
description 3β,20S-dihydroxycholest-5-en-23-one 3-triethylammonium sulfate was synthesized from pregnenolone. The introduction of the side chain was accomplished by Mukaiyama cross-aldol reaction of 3β-formyloxypregnenolone with 4-methyl-2-trimethylsilyloxy-1-pentene. After formate ester deprotection under very mild conditions, sulfation at position 3 was easily carried out with sulfur trioxide-triethylamine complex.
format JOUR
author Comin, M.J.
Maier, M.S.
spellingShingle Comin, M.J.
Maier, M.S.
Synthesis of 3β, 20S-dihydroxycholest-5-en-23-one 3-triethylammonium sulfate
author_facet Comin, M.J.
Maier, M.S.
author_sort Comin, M.J.
title Synthesis of 3β, 20S-dihydroxycholest-5-en-23-one 3-triethylammonium sulfate
title_short Synthesis of 3β, 20S-dihydroxycholest-5-en-23-one 3-triethylammonium sulfate
title_full Synthesis of 3β, 20S-dihydroxycholest-5-en-23-one 3-triethylammonium sulfate
title_fullStr Synthesis of 3β, 20S-dihydroxycholest-5-en-23-one 3-triethylammonium sulfate
title_full_unstemmed Synthesis of 3β, 20S-dihydroxycholest-5-en-23-one 3-triethylammonium sulfate
title_sort synthesis of 3β, 20s-dihydroxycholest-5-en-23-one 3-triethylammonium sulfate
url http://hdl.handle.net/20.500.12110/paper_03650375_v86_n3-6_p117_Comin
work_keys_str_mv AT cominmj synthesisof3b20sdihydroxycholest5en23one3triethylammoniumsulfate
AT maierms synthesisof3b20sdihydroxycholest5en23one3triethylammoniumsulfate
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