Progesterone, reaction with

The precursor 3 served as a starting material for a series of trisubstituted thiophenes in a study towards progesterone receptor modulators, giving for example the product 4 upon reaction with an appropriate bromoketone. The fact that rather complex thiophene derivatives could be prepared in a straightforward manner compensates for the low overall yields <06JHC1391>. 

Acid-catalysed hydrolysis of the carbamate (15a)14 gave the amino-pregnane (15b).15 The latter amine underwent a condensation reaction with 3,5-di-t-butyl-o-quinone to yield an anil which gave progesterone (15c) on hydrolysis with an acetate buffer.16 Other amino-pregnane derivatives have been prepared by degradation of solasodine17 (vide infra). 

Antibody to progesterone was also obtained by immunization with conjugates prepared from thiolated proteins. Bovine serum albumin was thiolated by reaction with 5-acetylmercaptosuccinic anhydride. After deacetylation, coupling was achieved with 6/8-bromoprogesterone. 

Thiazolidines Thiazolidines of some a,P-unsaturated 3-ketone steroids including progesterone, testosterone, and hydrocortisone (112, 113) were prepared from the reaction with cysteine alkyl esters and cysteamines as potential prodrugs.67,68 The thiazolidines readily reverted to their parent steroidal ketones,... 

On the other hand, it is not yet known whether the same effect is found with C-steroids labeled with tritium-containing reagents. Thus values obtained with C-steroids as internal standards and tritiated acetic anhydride for labeling are probably reliable. Similarly the high losses in the S-thiosemicarbazone methods of Riondel et al. (Rl, R2) were attributed largely to losses in the microchemical reactions with progesterone, but poor elution of the thiosemicarbazones from paper and silica gel plates was also regarded as a major factor with testosterone. Since... 

An example of the use of resin 89 (Merrifield-derived) is the formation of the corresponding anchored active ester 91 after reaction with progesterone-ll-hemis-uccinate (90) (Scheme 7.29). Subsequent reaction of the isolated active ester 91 with benzylamine gave the progesterone amide 92 and the supported HOSu 89 [111]. 

Progesterone labeled with alkaline phosphatase (AP-Prog) (Ridgeway Science Ltd., Alvington, Gloucestershire, UK) was prepared by reaction of 9 mg of alkaline phosphatase with... 

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