33999-75-6

Basic information

• Product Name: 1-((cholesteryloxy)methyl)-4-methoxybenzene
• Synonyms: 1-((cholesteryloxy)methyl)-4-methoxybenzene
• CAS NO: 33999-75-6
• Molecular Weight: 506.813
• Mol File: 33999-75-6.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: 1-((cholesteryloxy)methyl)-4-methoxybenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-((cholesteryloxy)methyl)-4-methoxybenzene(33999-75-6)
• EPA Substance Registry System: 1-((cholesteryloxy)methyl)-4-methoxybenzene(33999-75-6)

Safety Data

• Hazardous Substances Data: 33999-75-6(Hazardous Substances Data)

Upstream product

• 937184-70-8 2-(4-methoxybenzyloxy)-4-methylquinoline 
• 57-88-5 cholesterol 
• 123-11-5 4-methoxy-benzaldehyde 
• 105-13-5 4-Methoxybenzyl alcohol 
• 1616487-09-2 4-methoxybenzyl N-allyl thiocarbamate 
• 824-94-2 p-methoxybenzyl chloride 
• 89238-99-3 O-(4-methoxybenzyl)-trichloroacetimidate 
• 104-93-8 p-methylanizole 
• 333-27-7 methyl trifluoromethanesulfonate 
• 2746-25-0 p-Methoxybenzyl bromide 

Downstream Products

• 57-88-5 cholesterol 

Relevant articles and documents

Stable Benzylic (1-Ethynylcyclohexanyl)carbonates Protect Hydroxyl Moieties by the Synergistic Action of [Au]/[Ag] Catalytic System

Chemical syntheses of oligosaccharides and glycosides call utilization of many protecting groups that can be installed or deprotected without affecting other functional groups present. Benzyl ethers are routinely used in the synthesis of glycans as they can be subjected to hydrogenolysis under neutral conditions. However, installation of benzyl ethers is often carried out under strong basic conditions using benzyl halides. Many a times, strongly basic conditions will be detrimental for some of the other sensitive functionalities (e.g., esters). Later introduced reagents such as benzyl trichloroacetimidate and BnOTf are not shelf-stable, and hence, a new method is highly desirable. Taking a cue from the [Au]/[Ag]-catalyzed glycosidations, we have identified a method that enables protection of hydroxyl groups as benzyl, p-methoxybenzyl, or naphthylenemethyl ethers using easily accessible and stable carbonate reagent. A number of saccharide-derived alcohols were subjected to the benzylation successfully using a catalytic amount of gold phosphite and silver triflate. Furthermore, the protocol is suitable for even protecting menthol, cholesterol, serine, disaccharide OH, and furanosyl-derived alcohol easily. The often-utilized olefins and benzoates, as well as benzylidene-, silyl-, Troc-, and Fmoc-protecting groups do not get affected during the newly identified protocol. Regioselective protection and one-pot installation of benzyl and p-methoxybenzyl ethers are demonstrated.

Simple and efficient method for the protection of hydroxyl groups as 4-methoxybenzyl ethers

PMB ethers of alcohols are obtained in good yields and under mild conditions using the 4-methoxybenzyl N-allyl thiocarbamate and N-bromosuccinimide (NBS)/TfOH as the catalyst. The present method is very fast, simple, and efficient. Copyright

Silver(I)-Catalyzed deprotection of p -methoxybenzyl ethers: A mild and chemoselective method

The p-methoxybenzyl protecting group (PMB) on various alcohols and an acid was efficiently and selectively cleaved by the action of a catalytic amount of silver(I) hexafluoroantimonate combined with 0.5 equiv of 1,3,5- trimethoxybenzene in dichloromethane at 40 °C.