Abstract: A process is disclosed for making a compound having a sulfoxide group comprising providing a first compound having a sulfide group and contacting said first compound with an oxidizing agent in the presence of silica and a carboxylic acid anhydride. In a particular embodiment of the invention, the high yield preparation of glycoside moieties having anomeric sulfoxides at ambient temperature is described.
Abstract: Novel glycosylated steroid derivatives for facilitating the transport of compounds across biological membranes, either in admixture or as conjugates, are disclosed. A novel process for efficient synthesis of these glycosylated steroid derivatives, using activated glycosyl sulfoxide intermediates is provided. Methods for the permeabilization of membranes and the enhancement of the activity of predetermined compounds are also provided.
Type:
Grant
Filed:
April 20, 1994
Date of Patent:
December 2, 1997
Assignees:
Transcell Technologies, Inc., Trustees Of Princeton University
Inventors:
Daniel Evan Kahne, Suzanne Walker Kahne
Abstract: The present invention relates to a process for the preparation and manufacture of 3-amino-substituted glycosylated bile acid derivatives. Novel intermediates and related compounds are also disclosed. In particular, the present invention permits the conversion of cholic acid esters to the 3-amino-7,12-bis(glucosyl)cholic acid esters via an azide intermediate. Conditions for the purification and isolation of the desired product is also disclosed to provide an overall manufacturing process suitable for large-scale production.
Type:
Grant
Filed:
June 23, 1995
Date of Patent:
December 2, 1997
Assignee:
Transcell Technologies, Inc.
Inventors:
Anna K. Chen, Ramesh Kakarla, Dashan Liu, Michael J. Sofia, Thomas C. Zebovitz
Abstract: Novel glycosylated steroid derivatives for facilitating the transport of compounds across biological membranes, either in admixture or as conjugates, are disclosed. A novel process for efficient synthesis of these glycosylated steroid derivatives, using activated glycosyl sulfoxide intermediates is provided. Methods for the permeabilization of membranes and the enhancement of the activity of predetermined compounds are also provided.
Type:
Grant
Filed:
June 23, 1994
Date of Patent:
May 6, 1997
Assignees:
Trustees of Princeton University, Transcell Technologies, Inc.
Inventors:
Daniel E. Kahne, Suzanne W. Kahne, Michael J. Sofia, Nicole T. Hatzenbuhler
Abstract: The present invention relates to a process for the preparation and manufacture of 3-amino-substituted glycosylated bile acid derivatives. Novel intermediates and related compounds are also disclosed.
Type:
Grant
Filed:
June 23, 1994
Date of Patent:
December 17, 1996
Assignee:
Transcell Technologies, Inc.
Inventors:
Anna K. Chen, Ramesh Kakarla, Dashan Liu, Michael J. Sofia, Thomas C. Zebovitz