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1.
Chirality ; 21(4): 428-35, 2009 Apr.
Article in English | MEDLINE | ID: mdl-18655172

ABSTRACT

The design of substituted lactols is described, which in their reaction with racemic alkyl aryl carbinols react preferentially with one of the enantiomers exhibiting selectivities up to 14:1.


Subject(s)
Acetals/chemistry , Chemistry, Organic/methods , Chemistry/methods , Glucose/chemistry , Lactones/chemistry , Ligands , Models, Chemical , Models, Molecular , Molecular Conformation , Molecular Structure , Stereoisomerism , Sulfonamides/chemistry
2.
Steroids ; 68(1): 85-96, 2003 Jan.
Article in English | MEDLINE | ID: mdl-12575693

ABSTRACT

A facile six-step synthesis of 2,2,3,4,4-d5-androsterone-beta-D-glucuronide (1) starting from epiandrosterone (2) in 63% yield is described and compared with several alternative synthetic pathways. Compound 1 can be used as an internal standard in screening procedures for anabolic steroids to monitor the hydrolysis step of the steroid glucuronides prior to gas chromatography-mass spectrometry (GC-MS) analysis. Thus, a time consuming solid-phase extraction step to remove possible hydrolysis inhibitors can be omitted.


Subject(s)
Anabolic Agents/urine , Androsterone/analogs & derivatives , Androsterone/chemical synthesis , Illicit Drugs/urine , Anabolic Agents/standards , Androsterone/standards , Deuterium , Gas Chromatography-Mass Spectrometry , Humans , Hydrolysis , Mass Screening/methods , Reference Standards
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