64846-50-0Relevant academic research and scientific papers
BiCl3-Facilitated removal of methoxymethyl-ether/ester derivatives and DFT study of -O-C-O- bond cleavage
Pacherille, Angela,Tuga, Beza,Hallooman, Dhanashree,Dos Reis, Isaac,Vermette, Mélodie,Issack, Bilkiss B.,Rhyman, Lydia,Ramasami, Ponnadurai,Sunasee, Rajesh
, p. 7109 - 7116 (2021)
A simple method for the cleavage of methoxymethyl (MOM)-ether and ester derivatives using bismuth trichloride (BiCl3) is described. The alkyl, alkenyl, alkynyl, benzyl and anthracene MOM ether derivatives, as well as MOM esters of both aliphatic and aromatic carboxylic acids, were deprotected in good yields. To better understand the molecular roles of BiCl3and water for MOM cleavage, two possible binding pathways were investigated using the density functional theory (DFT) method. The theoretical results indicate the differential initial binding site preferences of phenolic and alcoholic MOM substrates to the Bi atom and suggest that water plays a key role in facilitating the cleavage of the MOM group.
MILD DEPROTECTION OF METHOXYMETHYL, METHYLTHIOMETHYL, METHOXYETHOXYMETHYL, AND β-(TRIMETHYLSILYL)ETHOXYMETHYL ESTERS WITH MAGNESIUM BROMIDE IN ETHER
Kim, Sunggak,Park, Young Hee,Kee, In Seo
, p. 3099 - 3100 (2007/10/02)
MOM, MTM, MEM, and SEM esters are cleanly deprotected under mild conditions by treatment with magnesium bromide in ether at room temperature.
