222533-34-8

Upstream product

• 90-05-1 2-methoxy-phenol 
• 98910-57-7 2-methoxyphenyl mesylate 
• 597581-23-2 benzylsulfonylguaiacol 
• 597581-24-3 phenyl-methanesulfonic acid 5-(acetylamino-methyl)-2-methoxy-phenyl ester 
• 222533-31-5 methanesulfonic acid 5-(acetylamino-methyl)-2-methoxy-phenyl ester 

Downstream Products

• 42365-68-4 (3-hydroxy-4-methoxyphenyl)methanamine hydrochloride 

Relevant academic research and scientific papers

Benzylsulfonyl: A valuable protecting and deactivating group in phenol chemistry

We introduce benzylsulfonyl (Bns) as a valuable protecting group in phenol chemistry. Bns proved to be stable under drastic reaction conditions and towards many common reagents. The deprotection proceeds quantitatively using catalytic hydrogenolysis. Additionally the Bns deactivating properties make this protecting group useful for tuning the reactivity of phenolic substrates.

Mesyl guaiacol: A versatile intermediate for the synthesis of 5-aminomethyl guaiacol and related compounds

An original synthetic pathway for the preparation of 5-substituted guaiacol derivatives is described. This method relies on the deactivation of the phenol group by converting it into the corresponding mesyl ester. Amidomethylation reactions lead to regioselective C-C bond formation at the 5-position of guaiacol. Thus, 5-aminomethyl-guaiacol was obtained in four steps and 75% overall yield.