114716-83-5

Usage

InChI:InChI=1/C6H11FO5/c7-1-2(8)4(10)6(12)5(11)3(1)9/h1-6,8-12H/t1?,2-,3+,4+,5-,6?

Upstream product

• 130633-23-7 (3aα,4α,5β,6α,7β,7aα)-6-fluorohexahydro-2,2-dimethylbenzo-1,3(2H)-dioxol-4,5,7-triol 
• 125291-06-7 (3aα,4β,5α,6β,7α,7aα)-6,7-bis(benzyloxy)-5-fluorohexahydro-2,2-dimethylbenzo-1,3(2H)-dioxol-4-ol 
• 118993-51-4 (3aα,4α,5β,6β,7β,7aα)-4,5-bis(benzyloxy)-6,7-epoxyhexahydro-2,2-dimethylbenzo-1,3-dioxole 
• 142544-26-1 DL-1,2,3,4-Tetra-O-acetyl-5-deoxy-5-fluoro-myo-inositol 
• 131473-37-5 1,4,6-tri-O-benzyl-2,3-O-cyclohexylidene-5-deoxy-5-fluoro-myo-inositol 
• 114656-56-3 C₂₅H₃₃FO₅ 
• 129670-43-5 DL-1,2,3,4-Tetra-O-acetyl-6-O-benzyl-5-deoxy-5-fluoro-myo-inositol 
• 131373-23-4 DL-6-O-Benzyl-1,2:3,4-di-O-cyclohexylidene-5-O-propionyl-neo-inositol 
• 40773-58-8 DL-6-O-Benzyl-1,2:3,4-di-O-cyclohexylidene-neo-inositol 
• 40773-58-8 DL-6-O-Benzyl-1,2:3,4-di-O-cyclohexylidene-myo-inositol 

Downstream Products

• 181138-33-0 ((R)-1-Phenyl-ethyl)-carbamic acid (1R,3R,5S,6R,7R,8R,9R)-8-(tert-butyl-dimethyl-silanyloxy)-9-fluoro-2,4,10-trioxa-tricyclo[3.3.1.1^3,7]dec-6-yl ester 
• 114716-85-7 1,2,3,4,6-penta-O-acetyl-5-deoxy-5-fluoro-myo-inositol 

Relevant academic research and scientific papers

Chemoenzymatic synthesis of deoxyfluoroinositols: 5-deoxy-5-fluoro-myo- inositol and 3-deoxy-3-fluoro-L-chiro-inositol

Two deoxyfluoroinositols were synthesized from bromocyclohexadiene cis- diol obtained by microbial oxidation of bromobenzene with P. putida (39D). The selective introduction of fluorine was accomplished by opening of the epoxide with tetrabutylphosphoniumfluoride dihydrofluoride (TBPF-DF). The synthesis of 5-deoxy-5-fluoro-myo-inositol (1) and 3-deoxy-3-fluoro-L-chiro- inositol (2) are described in detail.

Synthesis of (±)-4-deoxy-4-fluoro-myo-inositol

4-Deoxy-4-fluoro-myo-inositol was prepared by means of DAST with reaction of configuration due to the assistance of a neighbouring benzyl ester.

Synthesis and Tritium Radiolabelling of Fluorinated Analogues of myo-Inositol

Syntheses have been developed for a set of six myo-inositol analogues from myo-inositol in which single hydroxy groups have been replaced by fluorine (monodeoxy-fluoro-myo-inositols).Except for 2-deoxy-2-fluoro-myo-inositol 32 and 1D-4-deoxy-4-fluoro-myo-

Fluorinated cyclitols. An improved synthesis of 5-deoxy-5-fluoro-myo-inositol, its deuterium labeling, and synthesis of a 5,5-gem-difluoro analogue

An improved synthesis of 5-deoxy-5-fluoro-myo-inositol is provided via the reaction of diethylaminosulfur trifluoride (DAST) with the versatile intermediate, 1,4,6-tri-O-benzyl-2,3-O-cyclohexylidene-neo-inositol (I), followed by appropriate deprotection r

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).