One-Pot Mitsunobu-Staudinger Preparation of 3-Aminocholan-24-oic Acid Esters from 3-Hydroxycholan-24-oic Acid Esters
- 1 January 1998
- journal article
- research article
- Published by Taylor & Francis in Synthetic Communications
- Vol. 28 (1) , 109-117
- https://doi.org/10.1080/00397919808005079
Abstract
3-Hydroxycholan-24-oic acid esters are easily converted into the corresponding 3-amino derivatives via Mitsunobu reaction with diphenylphosphoryl azide (DPPA) and Staudinger reduction with PPh3/H2O of the intermediate azido compound in THF.Keywords
This publication has 8 references indexed in Scilit:
- Hypervalent Iodine Oxidation of 2-Aryl-1,2,3,4-tetrahydro-4-quinolones: An Easy Access to 2-Aryl-4-quinolonesSynthetic Communications, 1994
- New procedures for selectively protected cholic acid derivatives. Regioselective protection of the 12α-OH group, and t-butyl esterification of the carboxyl groupJournal of the Chemical Society, Perkin Transactions 1, 1990
- Zinc Azide Mediated Mitsunobu Substitution. An Expedient Method for the One-Pot Azidation of AlcoholsSynthesis, 1990
- p-Toluenesulfonic acid/methanol: Mild reagent for the preparation of bile acid methyl estersSteroids, 1981
- The Use of Diethyl Azodicarboxylate and Triphenylphosphine in Synthesis and Transformation of Natural ProductsSynthesis, 1981
- Potential bile acid metabolites. 2. 3,7,12-Trisubstituted 5.beta.-cholanic acidsThe Journal of Organic Chemistry, 1979
- Diphenylphosphoryl azide a novel reagent for the stereospecific synthesis of azides from alcoholsTetrahedron Letters, 1977
- Intramolecular catalysis. VI. Selectivity in 7.alpha.,12.alpha.-dihydroxy steroids and enhancement of 12.alpha.-hydroxyl reactivity by substituents at carbon 3The Journal of Organic Chemistry, 1973