118993-50-3

Upstream product

• 118993-49-0 (3aα,6β,7α,7aα)-6-(benzyloxy)-3a,6,7,7a-tetrahydro-7-hydroxybenzo-1,3-dioxol-2-one 
• 100-39-0 benzyl bromide 
• 17793-95-2 cis-1,2-dihydrocatechol 
• 71-43-2 benzene 
• 119043-06-0 (3aα,6α,7α,7aα)-6,7-epoxy-3a,6,7,7a-tetrahydrobenzo-1,3-dioxol-2-one 
• 118993-48-9 (3aS,7aR)-3a,7a-Dihydro-benzo[1,3]dioxol-2-one 

Downstream Products

• 130633-15-7 (+/-)-(1α,2α,5α,6β)-5,6-Bis(benzyloxy)cyclohex-3-ene-1,2-diol 
• 118993-51-4 (3aα,4α,5β,6α,7α,7aα)-4,5-bis(benzyloxy)-6,7-epoxyhexahydro-2,2-dimethylbenzo-1,3-dioxole 
• 130633-16-8 (1α,2α,3β,4α,5α,6α)-3,4-bis(benzyloxy)-5,6-epoxycyclohexane-1,2-diol 
• 130633-16-8 (1R,2S,3R,4S,5R,6R)-4,5-Bis-benzyloxy-7-oxa-bicyclo[4.1.0]heptane-2,3-diol 
• 118993-51-4 (3aα,4α,5β,6β,7β,7aα)-4,5-bis(benzyloxy)-6,7-epoxyhexahydro-2,2-dimethylbenzo-1,3-dioxole 

Relevant academic research and scientific papers

MICROBIAL OXIDATION IN SYNTHESIS: PREPARATION OF MYO-INOSITOL PHOSPHATES AND RELATED CYCLITOL DERIVATIVES FROM BENZENE.

Pseudomonas putida oxidation of benzene affords cis-3,5-cyclohexadiene-1,2-diol (2) which is used as a novel precursor for the synthesis of D- and L-myo-inositol 1,4,5-triphosphates, (-)-(1) and (+)-(1).The versatility of this approach to functionalised cyclitols is illustrated in the synthesis of myo-inositol 1-phosphate (19), 6-deoxy, 6-deoxy-6-fluoro, and 6-deoxy-6-methyl myo-inositols (31), (37) and (43), and their 1,4,5-trisphosphate derivatives (33), (39) and (45).

MICROBIAL OXIDATION IN SYNTHESIS: PREPARATION FROM BENZENE OF THE CELLULAR SECONDARY MESSENGER MYO-INOSITOL-1,4,5-TRISPHOSPHATE(IP3) AND RELATED DERIVATIVES

Following microbial oxidation of benzene with Pseudomonas putida the resulting cis-1,2-dihydroxycyclohexa-3,5-diene may be converted to the cellular secondary messenger myo-inositol-1,4,5-trisphosphate(IP3) and its 6-methyl derivative.