604-09-1

Usage

InChI:InChI=1/C21H30O3/c1-13(22)21(24)11-8-18-16-5-4-14-12-15(23)6-9-19(14,2)17(16)7-10-20(18,21)3/h12,16-18,24H,4-11H2,1-3H3/t16-,17+,18+,19+,20+,21-/m1/s1

Upstream product

• 64-17-5 ethanol 
• 434-03-7 levonorgestrel 
• 124-38-9 carbon dioxide 
• 888039-75-6 (8R,9S,10R,13S,14S)-17-Ethynyl-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthren-3-one 
• 104-63-2 N-Benzylethanolamine 

Downstream Products

• 652-69-7 17α,20α-dihydroxy-4-pregnen-3-one 
• 652-69-7 17α,20β-dihydroxy-4-pregnen-3-one 

Relevant academic research and scientific papers

Synthesis of Α-hydroxy ketones by copper(I)-catalyzed hydration of propargylic alcohols: CO2 as a cocatalyst under atmospheric pressure

Inexpensive and efficient Cu(I) catalysis is reported for the synthesis of α-hydroxy ketones from propargylic alcohols, CO2, and water via tandem carboxylative cyclization and nucleophilic addition reaction. Notably, hydration of propargylic alcohols can be carried out smoothly under atmospheric CO2 pressure, generating a series of α-hydroxy ketones efficiently and selectively. This strategy shows great potential for the preparation of valuable α-hydroxy ketones by using CO2 as a crucial cocatalyst under mild conditions.

AgI/TMG-Promoted Cascade Reaction of Propargyl Alcohols, Carbon Dioxide, and 2-Aminoethanols to 2-Oxazolidinones

Chemical valorization of CO2 to access various value-added compounds has been a long-term and challenging objective from the viewpoint of sustainable chemistry. Herein, a one-pot three-component reaction of terminal propargyl alcohols, CO2, and 2-aminoethanols was developed for the synthesis of 2-oxazolidinones and an equal amount of α-hydroxyl ketones promoted by Ag2O/TMG (1,1,3,3-tetramethylguanidine) with a TON (turnover number) of up to 1260. By addition of terminal propargyl alcohol, the thermodynamic disadvantage of the conventional 2-aminoethanol/CO2 coupling was ameliorated. Mechanistic investigations including control experiments, DFT calculation, kinetic and NMR studies suggest that the reaction proceeds through a cascade pathway and TMG could activate propargyl alcohol and 2-aminoethanol through the formation of hydrogen bonds and also activate CO2.

Thermodynamically favorable synthesis of 2-oxazolidinones through silver-catalyzed reaction of propargylic alcohols, CO2, and 2-aminoethanols

Development of catalytic routes to incorporate CO2 into carbonyl compounds at mild conditions remains attractive and challenging. Herein, a one-pot three-component cascade reaction of terminal propargylic alcohols, CO2, and 2-aminoethanols through AgI-based catalysis is reported for the synthesis of carbonyl compounds through C—O/C—N bond formation. This thermodynamically favorable route can be ingeniously regulated to afford a wide range of 2-oxazolidinones along with concurrent production of α-hydroxyl ketone derivatives in excellent yields and selectivity. Preliminary mechanistic studies indicate that such a process proceeds through successive formation of α-alkylidene cyclic carbonate, β-oxopropylcarbamate, and 2-oxazolidinones.

A synthetic 17 α-hydroxy progesterone of the new method

The invention provides a novel method of synthesizing 17 alpha-hydroxyl progesterone (01). The novel method comprises the following steps: 1) in the presence of trimethylsilyl chloride and a methyl magnesium chloride solution, performing double-protection reaction on 17 bata-cyano-17 alpha-hydroxyl-4-androstene-3-one (02) to produce a compound (03); 2) heating up to perform grignard addition reaction, and transferring into an ammonium chloride aqueous solution to produce a compound (04); 3) preserving the heat and discoloring by active carbon, adding diluted acid water to reflux and perform hydrolysis reaction of double protection groups, and separating and purifying to obtain 17 alpha-hydroxyl progesterone (01). According to the novel method disclosed by the invention, the conventional 3-position ketal protection, 17 alpha-hydroxyl vinyl ether protection, grignard addition, re-hydration of protection groups on position 3 and position 17 and discoloring-refining are simplified into one-step operation.

NOVEL OXIDIZING PROPERTIES OF p-METHOXYBENZENETELLURINIC ACID ANHYDRIDE

The title compound has proved to be a mild oxidizing agent like the corresponding telluroxide or tellurone towards thiol, phosphine, thioamide, thiourea, thionoester, and benzylic alcohol.In addition, it serves as a selective catalyst for the hydration of terminal alkyne.