54874-21-4

Upstream product

• 17598-02-6 2,2 dimethyl 7 methoxychromene 
• 20321-73-7 7-methoxy-2,2-dimethyl-4-chromanone 

Downstream Products

• 17598-02-6 2,2 dimethyl 7 methoxychromene 
• 343829-23-2 3-Chloro-benzoic acid 3-hydroxy-7-methoxy-2,2-dimethyl-chroman-4-yl ester 
• 13229-63-5 trans-3,4-dihydroxy-7-methoxy-2,2-dimethylchroman 
• 13229-63-5 cis-3,4-dihydroxy-7-methoxy-2,2-dimethylchroman 

Relevant academic research and scientific papers

Chromenes and chromanones. Part IV.1 The Birch reduction of 2,2-dimethyl-4-chromanone and its 7-substituted analogues

2,2-Dimethyl-4-chromanone (1a), 2,2,7-trimethyl-4-chromanone (1b) and 7-methoxy-2,2-dimethyl-4-chromanone (1c) have been reduced by sodium or lithium in liquid ammonia with the presence or without of proton donor. The bicyclic or phenolic products were obtained. Products with reduced benzene ring only were also observed. The possible mechanisms of reductions are considered.

The Synthesis of the Epoxide and some other possible Metabolites of Precocene I

The synthesis of precocene I epoxide, 3,4-epoxy-7-methoxy-2,2-dimethylchroman (8), is described.This compound is the highly reactive metabolite responsible for the biological effects of the precocenes.The syntheses of some other oxygenated derivatives of precocene I, which are themselves possible metabolites, are also described.