81245-42-3

Upstream product

• 186581-53-3 diazomethane 
• 124-38-9 carbon dioxide 
• 81245-43-4 3-(methoxymethoxy)benzoic acid 
• 99-06-9 3-Carboxyphenol 
• 67-56-1 methanol 
• 107-30-2 chloromethyl methyl ether 
• 109-87-5 Dimethoxymethane 
• 19438-10-9 methyl 3-hydroxybenzoate 

Downstream Products

• 245434-89-3 1-(chloromethyl)-3-(methoxymethoxy)benzene 
• 1089675-53-5 C₇H₅⁽²⁾HO₂ 
• 1089675-37-5 d1-3-(methoxymethoxy)-benzaldehyde 
• 1089675-36-4 d2-[3-(2-methoxymethoxy)-phenyl]-methanol 

Relevant academic research and scientific papers

COMPOSITIONS AND METHODS FOR GLUCOSE TRANSPORT INHIBITION

Glucose deprivation is an attractive strategy in cancer research and treatment. Cancer cells upregulate glucose uptake and metabolism for maintaining accelerated growth and proliferation rates. Specifically blocking these processes is likely to provide new insights to the role of glucose transport and metabolism in tumorigenesis, as well as in apoptosis. As solid tumors outgrow the surrounding vasculature, they encounter microenvironments with a limited supply of nutrients leading to a glucose deprived environment in some regions of the tumor. Cancer cells living in the glucose deprived environment undergo changes to prevent glucose deprivation-induced apoptosis. Knowing how cancer cells evade apoptosis induction is also likely to yield valuable information and knowledge of how to overcome the resistance to apoptosis induction in cancer cells. Disclosed herein are novel anticancer compounds that inhibit basal glucose transport, resulting in tumor suppression and new methods for the study of glucose deprivation in animal cancer research.

New chiral benzothiazine ligand and its use in the synthesis of a chiral receptor

The development of chiral ligands to direct the course and stereoselectivity of many catalytic asymmetric reactions is an important area of interest for many research groups. As part of a program examining the chemistry of 2,1-benzothiazines, we have prep

REGIOSELECTIVE METALLATIONS OF (METHOXYMETHOXY)ARENES

The methoxymethoxy substituent when attached to an aromatic ring functions as a moderately strong ortho-directing group in hydrogen-metal exchenge reactions.In many cases the propensity of the methoxymethoxylated arene toward ring metallations is greatly enhanced with concomitant suppression of undesirable side reactions such as nucleophilic attack and addition of metallating species.Unlike many other ortho-directing groups, the regio-direction of the methoxymethoxy substituent when in conjunction with other weaker directing groups is dependent upon the metallating medium.Thus, by changing the electron donating capacity of the metallating medium it is possible to selectively direct metallation to either of the positions ortho to the methoxymethoxy substituent.

Regioselective Metalation Reactions of Some Substituted (Methoxymethoxy)arenes

The methoxymethoxy substituent acts as a relatively strong ortho-directing group in hydrogen-metal exchange reactions.However, the directing effects are influenced by the metalation medium, thus permitting an unusual degree of control of the site of metalation.In conjunction with weak ortho-directing groups, the metalation ortho to the methoxymethoxy group can be directed to either of the ortho positions by controlling the electron-donating capacity of the metalating solvent.In strongly donating solvents the 1,2,4-substitution pattern will arise from a meta-substituted methoxymethoxy arene, while in nondonating solvents the 1,2,3-substitution is favored.In addition, the methoxymethoxy group serves also to enhance the rate of metalation and to stabilize the aryl-metalated products so that some competing addition reactions are supressed.