A stereospecific pathway for the introduction of deuterium or tritium on the brassinosteroid skeleton by reductive dechlorination of chlorocarbonates

Marek, Aleš; Patil, Mahadeo Rajshekhar; Klepetářová, Blanka; Kohout, Ladislav; Elbert, Tomáš

Number of the records: 1

A stereospecific pathway for the introduction of deuterium or tritium on the brassinosteroid skeleton by reductive dechlorination of chlorocarbonates

1.

SYSNO ASEP	0388291
Document Type	A - Abstract
R&D Document Type	The record was not marked in the RIV
R&D Document Type	Není vybrán druh dokumentu
Title	A stereospecific pathway for the introduction of deuterium or tritium on the brassinosteroid skeleton by reductive dechlorination of chlorocarbonates
Author(s)	Marek, Aleš (UOCHB-X)_{RID, ORCID} Patil, Mahadeo Rajshekhar (UOCHB-X)_RID Klepetářová, Blanka (UOCHB-X)_{RID, ORCID} Kohout, Ladislav (UOCHB-X) Elbert, Tomáš (UOCHB-X)_{RID, ORCID}
Number of authors	5
Source Title	11th International Symposium on the Synthesis and Applications of Isotopes and Isotopically Labelled Compounds. - Heidelberg : -, 2012 S. 55-55
Number of pages	1 s.
Action	International Symposium on the Synthesis and Applications of Isotopes and Isotopically Labelled Compounds /11./
Event date	09.09.2012-13.09.2012
VEvent location	Heidelberg
Country	DE - Germany
Event type	WRD
Language	eng - English
Country	DE - Germany
Keywords	brassinosteroids ; reductive dechlorination ; tritium
Subject RIV	CC - Organic Chemistry
R&D Projects	IAA400550801 GA AV ČR - Academy of Sciences of the Czech Republic (AV ČR)
CEZ	AV0Z40550506 - UOCHB-X (2005-2011)
Annotation	A new and efficient procedure for the preparation of brassinosteroids labeled with hydrogen isotopes was developed. A four-step reaction sequence started with the selective oxidation of a 2,3-diol group to an alfa-hydroxy ketone, which was converted stereospecifically into a chlorocarbonate by reaction with triphosgene. A subsequent Pd-catalyzed reductive dechlorination with deuterium or tritium gas yielded labeled brassinosteroid 2,3-carbonates. The reaction sequence was completed by base-catalyzed hydrolysis of the cyclic carbonate.
Workplace	Institute of Organic Chemistry and Biochemistry
Contact	asep@uochb.cas.cz ; Kateřina Šperková, Tel.: 232 002 584 ; Jana Procházková, Tel.: 220 183 418
Year of Publishing	2013

Number of the records: 1