6252-45-5

Upstream product

• 110-87-2 3,4-dihydro-2H-pyran 
• 57-88-5 cholesterol 
• 57-88-5 cholesterol 
• 57-88-5 cholesterol 
• 148625-44-9 2-(3,4-dimethoxybenzyloxy)tetrahydro-2H-pyran 

Downstream Products

• 601-54-7 Cholest-5-en-3-one 
• 164120-30-3 7β-(2-chloroethyl-N-nitroso-N-carbonylamino)cholesterol 
• 7591-17-5 3β-hydroxy-5α-cholestan-7-one 
• 35602-69-8 cholesterol stearate 
• 57-88-5 cholesterol 
• 604-35-3 Cholesteryl acetate 

Relevant academic research and scientific papers

Novel human umbilical vein endothelial cells (HUVEC)-apoptosis inhibitory phytosterol analogues: Insight into their structure-activity relationships

Design, synthesis and insight into the structure-activity relationships (SAR) of phytosterol analogues as novel antiapoptotic agents are described. In particular, the non-branched alkyl chain at C24 and the pseudosugar moiety at C3 hydroxyl group turned out crucial for the inhibition of human umbilical vein endothelial cells (HUVEC) apoptosis.

Utility of 3,4-Dimethoxybenzyl (DMPM) Glycosides. A New Glycosylation Triggered by 2,3-Dichloro-5,6-dicyano-p-benzoquinone (DDQ) Oxidation

A new glycosylation which proceeds through the formation of charge transfer (CT) complex of DMPM glycosides with DDQ followed by the oxidation-triggered fragmentation of the intermediates has been developed.Primary, secondary, and tertiary alcohols are us

Highly selective tetrahydropyranylation/dehydropyranylation of alcohols and phenols using porous phenolsulfonic acid-formaldehyde resin catalyst under solvent-free condition

An efficient protocol for solvent-free chemoselective tetrahydropyranylation/depyranylation of alcohols and phenols is reported herein using mesoporous Phenolsulfonic Acid Formaldehyde Resins as a heterogeneous acid catalyst. The catalyst successfully performed chemoselective protection and deprotection reactions of a wide range of substrates ranging from primary to secondary and tertiary alcohols and also phenols. The reactions were carried out at ambient temperature under solvent-free condition (SolFC) which resulted in high yields within a very short time. FT-IR, TEM, SEM, EDS and TG-DSC analysis techniques were employed to characterize the synthesized polymeric catalyst. The chemoselective nature of our method was confirmed using 13C DEPT-135 NMR studies. The polymer catalyst was found to be recoverable even after 10th catalytic cycle without much depreciation in its activity. The heterogeneity of the catalyst was verified by hot filtration method. Good yield, energy and cost- effective method, solvent-free protocol, mild reaction conditions, no inert atmosphere, metal-free heterogeneous polymer catalyst and excellent recoverability of the catalyst are notable milestones of the reported protocol.

Aniline-terephthalaldehyde resin p-toluenesulfonic acid (ATRT) salt as efficient mild polymeric solid acid catalyst

Aniline-terephthalaldehyde resin p-toluenesulfonic acid (ATRT) salt was easily prepared by the reaction of aniline with 1.25 equiv of terephthalaldehyde in the presence of 1.0 equiv of p-toluenesulfonic acid at 75 C for 24 h in EtOH. ATRT efficiently catalyzed the tetrahydropyranylation of alcohols and deprotection of tetrahydropyranyl (THP), triethylsilyl (TES), and tert-butyldimethylsilyl (TBDMS) ethers. Deprotection of dodecyl THP ether and dodecyl TBDMS ether catalyzed by ATRT proceeded faster than those by pyridinium p-toluenesulfonate (PPTS). ATRT was reused without significant loss of activities.

NOVEL VASCULAR LEAK INHIBITOR

The present disclosure relates to a novel vascular leakage inhibitor. The novel vascular leakage inhibitor of the present disclosure inhibits the apoptosis of vascular endothelial cells, inhibits the formation of actin stress fibers induced by VEGF, enhances the cortical actin ring structure, and improves the stability of the tight junctions (TJs) between vascular cells, thereby inhibiting vascular leakage. The vascular leakage inhibitor of the present disclosure has the activity of not only reducing vascular permeability but also recovering the integrity of damaged blood vessels. Accordingly, the vascular leakage inhibitor of the present disclosure can prevent or treat various diseases caused by vascular leakage. Since the vascular leakage inhibitor of the present disclosure is synthesized from commercially available or easily synthesizable cholesterols, it has remarkably superior feasibility of commercial synthesis.

[H2-Cryptand 222]2+(Br3-) 2 as a tribromide-type catalyst for the trimethylsilylation/ tetrahydropyranylation of alcohols

A stable organic tribromide, [H2-cryptand 222] 2+(Br3-)2 was utilized as an active catalyst for the trimethylsilylation/ tetrahydropyranylation of alcohols. The method is general for the preparation of OH-protected aliphatic (acyclic and cyclic), aromatic, primary, secondary and tertiary alcohols.

Cholesterol-derived novel anti-apoptotic agents on the structural basis of ginsenoside Rk1

Design and synthesis of cholesterol-derived anti-apoptotic agents were described. The synthesized cholesterol analogs designed on the structural basis of ginsenoside Rk1 inhibited the undesirable apoptosis of human endothelial cells, which are induced by

Photosensitized tetrahydropyran transfer

(Chemical Equation Presented) THP ethers were formed cleanly during photolysis of 3,4-dihydro-2H-pyran, an alcohol, and catalytic 1,5-dichloro9,10-anthraquinone with use of visible light. The reaction could be conducted under ambient fluorescent lighting or with sunlight as well as in a Rayonet reactor. The scope and mechanism are discussed.

AI(OTf)3 - A highly efficient catalyst for the tetrahydropyranylation of alcohols under solvent-free conditions

A simple and highly efficient method has been developed for the tetrahydropyranylation of alcohols by their reaction with 3,4-dihydro-2H-pyran (DHP) using a catalytic amount (0.01-1 mol%) of aluminium triflate under solvent-free conditions. The effect of various factors like temperature, amount of the catalyst, and molar ratio of substrates on the reaction conditions has also been studied. The comparative study of tetrahydropyranylation of benzyl alcohol using various catalysts including some reported ones shows the efficiency of this catalyst.

Efficient and ecofriendly protocol for tetrahydropyranylation/ depyranylation of alcohols in the presence of tin(II) chloride dihydrate

A mild, efficient, and solvent-free protocol for tetrahydropyranylation of alcohols in the presence of a catalytic amount of SnCl2·2H2O is reported. Simple filtration of the reaction mixture through a short silica-gel pad gives the pure products in excellent yields. Depyranylation can also be achieved by adding methanol under similar reaction conditions. Copyright Taylor & Francis Group, LLC.