113808-23-4

Upstream product

• 124572-47-0 3-O-benzoyl-5-deoxy-1,2-O-isopropylidene-6-O-trityl-α-D-xylo-hexofuranose 
• 124572-45-8 3-O-benzoyl-5-deoxy-1,2-O-isopropylidene-α-D-xylo-hexofuranose 
• 124572-44-7 (5E)-3-O-benzoyl-5-deoxy-1,2-O-isopropylidene-6-O-trityl-α-D-xylo-hexofuran-5-enose 
• 76-83-5 trityl chloride 
• 7057-09-2 1,2-O-isopropylidene-5-deoxy-α-D-glucofuranose 
• 250128-85-9 5-deoxy-1,2-O-isopropylidene-6-O-triphenylmethyl-α-D-erythro-hex-3-ulofuranose 
• 37070-23-8 5-deoxy-1,2-O-isopropylidene-6-O-triphenylmethyl-α-D-xylohexofuranose 
• 4056-10-4 1,2-O-Isopropyliden-6-O-triphenylmethyl-5-desoxy-α-D-xylo-hexofuran-5-enose 

Downstream Products

• 3253-94-9 5-deoxy-D-ribo-hexofuranose 
• 114071-56-6 Benzoic acid (2R,3R,4R,5R)-4-acetoxy-5-(6-benzoylamino-purin-9-yl)-2-(2-phosphono-ethyl)-tetrahydro-furan-3-yl ester 
• 113808-29-0 1-(2-O-acetyl-3-O-benzoyl-5,6-dideoxy-6-diethylphosphono-β-D-ribo-hexofuranosyl)uracil 
• 113808-31-4 Benzoic acid (2R,3R,4R,5R)-4-acetoxy-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-(2-phosphono-ethyl)-tetrahydro-furan-3-yl ester 
• 113808-32-5 Benzoic acid (2R,3R,4R,5S)-4,5-diacetoxy-2-[2-(diethoxy-phosphoryl)-ethyl]-tetrahydro-furan-3-yl ester 
• 113808-27-8 1,2-di-O-acetyl-3-O-benzoyl-5,6-dideoxy-6-diethylphosphono-D-ribo-hexofuranose 
• 113808-28-9 3-O-benzoyl-5,6-deoxy-6-diethylphosphono-1,2-O-isopropylidene-α-D-ribo-hexofuranose 
• 113808-26-7 3-O-benzoyl-6-bromo-5,6-dideoxy-1,2-O-isopropylidene-α-D-ribo-hexofuranose 
• 113808-25-6 3-O-benzoyloxy-5-deoxy-1,2-O-isopropylidene-α-D-ribohexofuranose 
• 114071-55-5 N⁶-benzoyl-9-(2-O-acetyl-3-O-benzoyl-5,6-dideoxy-6-diethylphosphono-β-D-ribo-hexofuranosyl)adenine 
• 124572-51-6 1-(2'-O-acetyl-3'-O-benzoyl-5',6'-dideoxy-6'-phosphono-β-D-ribo-hexofuranosyl)uracil pyridinium salt 
• 124572-55-0 N⁶-benzoyl-9-(2-O-acetyl-3,6-di-O-benzoyl-5-deoxy-β-D-ribo-hexofuranosyl)adenine 
• 124572-54-9 1-(2-O-acetyl-3,6-di-O-benzoyl-5-deoxy-β-D-ribo-hexofuranosyl)uracil 
• 124572-50-5 3-(2-O-acetyl-3-O-benzoyl-5,6-dideoxy-6-diethylphosphono-β-D-ribo-hexofuranosyl)uracil 

Relevant academic research and scientific papers

A NEW SCHEME FOR THE SYNTHESIS OF 5'-NUCLEOTIDE PHOSPHONATE ANALOGS

A convenient and general method is proposed for the synthesis of 5'-nucleotide phosphonate analogs starting from 5-deoxy-1,2-O-isopropylidene-α-D-xylo-hexofuranose (1).

Synthetic applications of glucose isomerase: Isomerisation of C-5-modified (2R,3R,4R)-configured hexoses into the corresponding 2-ketoses

Immobilised glucose isomerase (EC 5.3.1.5) accepted various (2R,3R,4R)-configured hexoses such as 5-deoxy-D-ribo-hexose, 5-azido-5-deoxy-D-allose, as well as the corresponding epimer at C-5, 5-azido-5-deoxy-L-talose, as substrates. From the resulting azid

USE OF 5-DEOXY-ribo-HEXOFURANOSE DERIVATIVES FOR THE PREPARATION OF 5'-NUCLEOTIDE PHOSPHONATES AND HOMORIBONUCLEOSIDES

A convenient and general method is proposed for the synthesis of 5'-nucleotide phosphonate analogs starting from 5-deoxy-1,2-O-isopropylidene-α-D-xylo-hexofuranose which can easily be produced in preparative quantities from D-glucose.Phosphonate IIIa was synthesized by means of the Arbuzov reaction between 3-O-benzoyl-6-bromo-5,6-dideoxy-1,2-O-isopropylidene-α-D-ribo-hexofuranose and triethyl phosphite.The consecutive acetolysis, condensation with uracil and N6-benzoyladenine bis-trimethylsilyl derivatives and deblocking possessed phosphonate analogs of 5'-nucleotides in good yields.The intermediate 5-deoxy-1,2-O-isopropylidene-α-D-ribo-hexofuranose derivatives were used for the preparation of homonucleosides.