132412-36-3

Upstream product

• 132412-35-2 (20R)-3β,20-bis(tetrahydropyran-2-yloxy)-<18-²H2>pregn-5-en-18-ol 
• 98-59-9 p-toluenesulfonyl chloride 
• 3020-10-8 3β,20β-dihydroxypregn-5-en-18-oic acid 18,20-lactone 3-acetate 
• 73582-09-9 methyl (20R)-3β,20-dihydroxypregn-5-en-18-oate 
• 132385-67-2 (3S,8R,9S,10R,13R,14S,17S)-3-Hydroxy-17-((R)-1-hydroxy-ethyl)-10-methyl-1,2,3,4,7,8,9,10,11,12,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthrene-13-carboxylic acid 

Relevant academic research and scientific papers

Synthesis of 2H3>Progesterone and 2H3>Progesterone

2H3>Progesterone has been prepared from 3,3:20,20-bisethylenedioxy2H3>pregn-5-en-19-ol by reduction of the derived 19-toluene-p-sulphonate with lithium triethylborodeuteride ('superdeuteride') followed by hydrolysis of the ethylenedioxy groups. 2H3>Progesterone was obtained from (20R)-3β-acetoxy-pregn-5-eno-20,18-lactone via conversion into methyl (20R)-3β-20-dihydroxypregn-5-en-18-oate: a two-stage introduction of three atoms of deuterium at C-18 via the toluene-p-sulphonate of the derived 2H2>-18-ol required unusual experimental conditions.