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.