148683-74-3

Upstream product

• 108-24-7 acetic anhydride 
• 257935-93-6 4,4a,5,6,7,8-hexahydro-5-hydroxy-4-methylnaphthalen-2(3H)-one 
• 13304-34-2 (S)-8a-Methyl-1,2,3,4,6,7,8,8a-octahydro-naphthalen-1-ol 
• 62244-76-2 Acetic acid (S)-8a-methyl-1,2,3,4,6,7,8,8a-octahydro-naphthalen-1-yl ester 
• 108-05-4 vinyl acetate 
• 4242-00-6 (±)-4a,5-cis-(5-hydroxy-4a-methyl-4,4 a,5,6,7,8-hexahydronaphthalen-2(3H)-one) 

Downstream Products

• 149494-65-5 (-)-(1β,9β,16β)-20-(tert-butyldiphenylsiloxy)-1,16-dimethoxypicrasan-12-one 
• 149400-40-8 (3R,3aS,5S,6aR,7aS,8R,11R,11aS,11bS,11cS)-11c-(tert-Butyl-diphenyl-silanyloxymethyl)-5,11-dimethoxy-3,8,11a-trimethyl-2-trimethylsilanyloxy-3,3a,4,5,6a,7,7a,8,9,10,11,11a,11b,11c-tetradecahydro-6-oxa-benzo[de]anthracene 
• 149400-11-3 (+)-(1β,16β)-20-(tert-butyldiphenylsiloxy)-1,16-dimethoxypicras-9(11)-en-12-one 
• 149400-09-9 (+)-(1β,9β)-20-(tert-butyldiphenylsiloxy)-1-methoxypicras-12-en-16-one 
• 149400-10-2 (+)-(1β,9β,16β)-20-(tert-butyldiphenylsiloxy)-1,16-dimethoxypicras-12-ene 
• 149494-66-6 (+)-(1β,16β)-20-(tert-butyldiphenylsiloxy)-1,16-dimethoxypicrasan-12-one 

Relevant academic research and scientific papers

Biocatalytic Approaches to the Enantiomers of Wieland–Miescher Ketone and its Derivatives

Biocatalytic approaches have been investigated in order to isolate the enantiomers of Wieland–Miescher ketone (1) and of its alcoholic derivatives (cis-2 and trans-3). Specifically, two enzymes from our in-house metagenomic collection of oxidoreductases, IS2-SDR and Dm7α-HSDH, catalyzed the kinetic resolution of the starting racemic ketone 1 or its complete conversion into two diastereomeric products, respectively. Moreover, the kinetic resolution of the racemic cis-alcohol (2) was very efficiently obtained (E?2.000) by lipase PS catalyzed acetylation in dry acetone. All the products were isolated with ee≥95 %. Simple chemical elaborations of some of them allowed to isolate the missing enantiomers.

A New Method for the Oxidation of Alkenes to Enones. An Efficient Synthesis of Δ5-7-Oxo-Steroids

A variety of cycloalkenes were converted into α,β-unsaturated ketones using t-butyl hydroperoxide in the presence of chromium hexacarbonyl catalyst.The scope of the reaction has been partly invstigated, and it was found that the allylic oxidation proceeds selectively in the presence of some secondary alcohols.High-yield conversions of steroidal 5,6-enes into the corresponding 5,6-en-7-ones are reported.