958883-16-4

Upstream product

• 147726-64-5 5-[(triphenylmethyl)oxy]pentanol 
• 850848-05-4 2-(prenyloxymethyl)benzoic acid 
• 93612-81-8 tetra-n-butylammonium 2-(hydroxymethyl)benzoate 
• 870-63-3 prenyl bromide 

Downstream Products

• 958883-21-1 2-(prenyloxymethyl)benzoic acid 5-hydroxypentyl ester 
• 850848-16-7 1,5-pentanediol 4-oxopentanoyl 2-(prenyloxymethyl)benzoyl ester 
• 850848-15-6 1,5-pentanediol chloroacetyl 2-(prenyloxymethyl)benzoyl ester 
• 850848-07-6 4-oxo-pentanoic acid 5-hydroxypentyl ester 
• 1026731-49-6 C₁₅H₁₉O₅Cl 

Relevant academic research and scientific papers

2-(Prenyloxymethyl)benzoyl (POMB) group: a new temporary protecting group removable by intramolecular cyclization

2-(Prenyloxymethyl)benzoates can be prepared from alcohols and readily available 2-(prenyloxymethyl)benzoic acid by standard acylation techniques or by Mitsunobu reaction with inversion of configuration. The POMB group can be cleaved first by oxidative removal of the prenyl group with DDQ followed by lactonization with expulsion of the alcohol catalyzed by Yb(OTf)3. These reaction conditions are compatible with the presence of a large number of common protecting groups.