73757-65-0

Upstream product

• 67-63-0 isopropyl alcohol 
• 56-81-5 glycerol 
• 556-52-5 oxiranyl-methanol 
• 100-79-8 (R,S)-2,2-dimethyl-1,3-dioxolane-4-methanol 

Downstream Products

• 73757-64-9 cyclohexylammonium 5-isopropoxytrimethylene phosphate 

Relevant academic research and scientific papers

3-(5-HYDROXY-1-OXOISOINDOLIN-2-YL)PIPERIDINE-2,6-DIONE DERIVATIVES AND USES THEREOF

The present disclosure provides a compound of Formula (I′): or a pharmaceutically acceptable salt, hydrate, solvate, prodrug, stereoisomer, or tautomer thereof, wherein Rx, X1, X2, and R1 are as defined herein, and methods of making and using same.

Regioselective Ring-Opening of Glycidol to Monoalkyl Glyceryl Ethers Promoted by an [OSSO]-FeIII Triflate Complex

A FeIII-triflate complex, bearing a bis-thioether-di-phenolate [OSSO]-type ligand, was discovered to promote the ring-opening of glycidol with alcohols under mild reaction conditions (0.05 mol % catalyst and 80 °C). The reaction proceeded with high activity (initial turnover frequency of 1680 h?1 for EtOH) and selectivity (>95 %) toward the formation of twelve monoalkyl glyceryl ethers (MAGEs) in a regioselective fashion (84–96 % yield of the non-symmetric regioisomer). This synthetic approach allows the conversion of a glycerol-derived platform molecule (i.e., glycidol) to high-value-added products by using an Earth-crust abundant metal-based catalyst.

Optimization of the synthesis of glycerol derived monoethers from glycidol by means of heterogeneous acid catalysis

We present an efficient and green methodology for the synthesis of glycerol monoethers, starting from glycidol and different alcohols, by means of heterogeneous acid catalysis. A scope of Br?nsted and Lewis acid catalysts were applied to the benchmark reaction of glycidol and methanol. The selected catalysts were cationic exchangers, such as Nafion NR50, Dowex 50WX2, Amberlyst 15 and K10-Montmorillonite, both in their protonic form and exchanged with Al(III), Zn(II) and Fe(III). Thus, total conversions were reached in short times by using 1 and 5% mol catalyst loading and room temperature, without the need for excess glycidol or the presence of a solvent. Finally, these conditions and the best catalysts were successfully applied to the reaction of glycidol with several alcohols such as butanol or isopropanol.

Glycerol Isopropyl Ethers: Direct Synthesis from Alcohols and Synthesis by the Reduction of Solketal

The catalytic reduction of solketal ((2,2-dimethyl-1,3-dioxolan-4-yl)methanol) over bifunctional heterogeneous palladium catalysts is proposed as an alternative to the synthesis of glycerol isopropyl ethers by the etherification of glycerol. The direct synthesis of glycerol isopropyl ethers from isopropanol and glycerol requires severe conditions (T=130–150 °C, p(H2)=20–35 bar) and a large excess of isopropanol to reach a considerable yield. The main reaction products in the catalytic reduction of solketal are glycerol mono- and di-isopropyl ethers and solketal isopropyl ether. Solketal conversion over Al-HMS-supported palladium catalysts (T=120 °C and p(H2)=20 bar) affords a mixture of ethers with a high degree of conversion (87 %), 78 % selectivity, and excellent regioselectivity between isomeric ethers. Zeolite-BEA-supported palladium catalysts also exhibit high activity but much lower selectivity because of intense acetone aldol condensation. The effects of Si/Al ratios in BEA zeolites and Al-HMS aluminosilicates and the amounts of supported palladium (1 and 2 wt %) on the properties of the catalysts at different reaction temperatures and hydrogen pressures are considered.

Synthesis of Monoalkyl Glyceryl Ethers by Ring Opening of Glycidol with Alcohols in the Presence of Lewis Acids

The present work deals with the production of monoalkyl glyceryl ethers (MAGEs) through a new reaction pathway based on the reaction of glycidol and alcohols catalyzed by Lewis acid-based catalysts. Glycidol is quantitatively converted with high selectivity (99 %) into MAGEs under very mild reaction conditions (80 °C and 0.01 mol % catalyst loading) in only 1 h using Al(OTf)3 or Bi(OTf)3 as catalyst. The proposed method enhances the choice of possible green synthetic approaches for the production of value-added products such as MAGEs.

Thermodynamic characteristics of the sorption of glycerol ethers on stationary phase OV-101

Retention characteristics, temperature dependences of the retention characteristics, and thermodynamic characteristics of sorption on the nonpolar OV-101 phase are determined for 33 glycerol mono-, di-, and triethers with linear and branched monobasic alc

Intramolecular hydrogen bonding (P=O-H) stabilizes the chair conformation of six-membered ring phosphates

Six-membered cyclic phosphates (2-phenoxy-2-oxo-1,3,2-dioxaphosphorinanes) bearing an internal protected or unprotected hydroxyl group were designed, synthesized, and studied by NMR and computational methods. Selective opening of O-isopropylidene-protecte

A highly regio- and chemoselective reductive cleavage of benzylidene acetals with EtAlCl2-Et3SiH

A highly regio- and chemoselective reductive cleavage of benzylidene acetals derived from 1,2- and 1,3-diols was achieved under mild conditions using EtAlCl2-Et3SiH reagent system in good to excellent yields. Labile protecting groups