118993-51-4

Upstream product

• 71-43-2 benzene 
• 119043-06-0 (3aα,6α,7α,7aα)-6,7-epoxy-3a,6,7,7a-tetrahydrobenzo-1,3-dioxol-2-one 
• 118993-50-3 (3aα,6β,7α,7aα)-6,7-bis(benzyloxy)-3a,6,7,7a-tetrahydrobenzo-1,3-dioxol-2-one 
• 118993-49-0 (3aα,6β,7α,7aα)-6-(benzyloxy)-3a,6,7,7a-tetrahydro-7-hydroxybenzo-1,3-dioxol-2-one 
• 118993-48-9 (3aS,7aR)-3a,7a-Dihydro-benzo[1,3]dioxol-2-one 
• 17793-95-2 cis-1,2-dihydrocatechol 
• 77-76-9 2,2-dimethoxy-propane 
• 130633-15-7 (+/-)-(1α,2α,5α,6β)-5,6-Bis(benzyloxy)cyclohex-3-ene-1,2-diol 

Downstream Products

• 118993-54-7 DL-2,3-di-O-benzyl-4,5-isopropylidene-6-O-methyl-muco-inositol 
• 118993-55-8 DL-4,5-di-O-benzyl-2,3-isopropylidene-6-O-methyl-myo-inositol 
• 118993-53-6 DL-4,5-di-O-benzyl-6-O-<2-(5,5-dimethyl-1,3-dioxan-2-yl)ethyl>-2,3-O-isopropylidene-myo-inositol 
• 125291-04-5 (3aα,5β,6β,7α,7aα)-6,7-bis(benzyloxy)hexahydro-2,2-dimethylbenzo-1,3(2H)-dioxol-5-ol 
• 125291-03-4 (3aα,4β,6β,7α,7aα)-6,7-bis(benzyloxy)hexahydro-2,2-dimethylbenzo-1,3(2H)-dioxol-4-ol 
• 125291-06-7 (3aα,4β,5α,6β,7α,7aα)-6,7-bis(benzyloxy)-5-fluorohexahydro-2,2-dimethylbenzo-1,3(2H)-dioxol-4-ol 
• 125291-07-8 (3aα,4α,5β,6β,7α,7aα)-6,7-bis(benzyloxy)-4-fluorohexahydro-2,2-dimethylbenzo-1,3(2H)-dioxol-5-ol 
• 85716-59-2 (1α,2α,3α,4β,5α,6β)-6-fluoro-1,2,3,4,5-cyclohexanepentol 
• 125291-11-4 (3aα,4α,5β,6α,7β,7aα)-hexahydro-2,2,6-trimethylbenzo-1,3(2H)-dioxol-4,5,7-triol tris(dibenzylphosphate) 
• 130633-19-1 DL-4,5-di-0-benzyl-6-0-<2-(5,5-dimethyl-1,3-dioxan-2-yl)ethyl>-2,3-O-isopropylidene-myo-inositol 1-(dibenzylphosphate) 
• 125305-58-0 (1α,2β,3α,4α,5α,6β)-6-methyl-1,2,3,4,5-cyclohexanepentol 1,2,5-trisphosphate 
• 130633-21-5 DL-4,5-di-O-benzyl-6-O-methyl-myo-inositol 
• 13035-65-9 DL-5,6-di-O-benzyl-myo-inositol 
• 52770-21-5 (1α,2α,3α,4β,5α,6β)-6-methyl-1,2,3,4,5-cyclohexanepentol 

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 OF 6-DEOXY CYCLITOL ANALOGUES OF MYO-INOSITOL 1,4,5-TRIPHOSPHATE FROM BENZENE

The novel 6-deoxy, 6-deoxy-6-fluoro and 6-deoxy-6-methyl myo-inositol 1,4,5-triphosphate derivatives (4), (5) and (6) were derived from benzene via microbial oxidation to cis -1,2-dihydroxycyclohexa-3,5-diene (2) and conversion through to the key epoxyace

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.