17229-98-0

Usage

Uses

Used in Organic Synthesis:
Methyl 2,3-anhydro-5-O-tritylpentofuranoside is utilized as a key intermediate in organic synthesis for the preparation of various bioactive molecules. Its anhydro and trityl groups contribute to its reactivity and stability, facilitating the synthesis of complex organic compounds.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, methyl 2,3-anhydro-5-O-tritylpentofuranoside serves as a building block for the development of new drugs. Its unique structure allows for the creation of novel molecular entities with potential therapeutic applications, enhancing the discovery of innovative treatments for various diseases.
Used in Agrochemical Industry:
Methyl 2,3-anhydro-5-O-tritylpentofuranoside is also employed in the agrochemical industry as a precursor for the synthesis of bioactive compounds with pesticidal or herbicidal properties. Its versatility in chemical reactions enables the development of new agrochemicals to improve crop protection and yield.
Used in Research and Development:
In research and development, methyl 2,3-anhydro-5-O-tritylpentofuranoside is used as a model compound to study the chemical properties and reactivity of pentofuranoside derivatives. This helps scientists understand the fundamental principles of carbohydrate chemistry and explore new applications for these compounds in various fields.

Upstream product

• 14645-36-4 methyl 5-O-triphenylmethyl-α-L-arabonofuranoside 
• 76-83-5 trityl chloride 
• 4860-82-6 2,3-anhydro-α-D-ribofuranoside de methyle 
• 148766-45-4 methyl 5-O-trityl-β-D-arabinofuranoside 
• 26532-10-5 methyl 2,3-anhydro-α-D-lyxofuranoside 
• 51754-99-5 Methyl 3,5-O-Isopropylidene-β-D-xylofuranoside 
• 1824-97-1 methyl β-D-xylofuranoside 
• 138383-82-1 methyl 5-O-trityl-2,3-O-dimesyl-β-D-xylofuranoside 
• 67-56-1 methanol 
• 124-41-4 sodium methylate 

Downstream Products

• 162090-29-1 methyl 2-deoxy-2-C-(2-propenyl)-5-O-trityl-α-D-arabinofuranoside 
• 142890-50-4 Methyl 2-deoxy-2-phenylthiomethyl-5-O-trityl-α-D-xylo-pentofuranoside 
• 142890-49-1 Methyl 3-deoxy-3-phenylthiomethyl-5-O-trityl-α-D-arabino-pentofuranoside 
• 142890-41-3 Methyl 3-deoxy-3-(1,3-dithian-2-yl)-5-O-trityl-α-D-arabino-pentofuranoside 
• 59906-69-3 Methyl 2-deoxy-2-(1,3-dithian-2-yl)-5-O-trityl-α-D-xylo-pentofuranoside 

Relevant academic research and scientific papers

Regioselective and stereocontrolled syntheses of protected L-glycosides from L-arabinofuranosides

Synthesis of novel mono- and di-O-protected L-arabinofuranoside derivatives was described via regioselective base-catalyzed acylations of methyl α- and β-L-arabinofuranosides with acyl chlorides. A new method for selective 3(2)-O-acylation of 5-O-silyl (trityl) L-arabinofuranosides was investigated based upon generation of organoboron compounds using L-Selectride and subsequent reaction of salt carbohydrate species with pivaloyl or 4-chlorobenzoyl chloride as the electrophile. Syntheses of methyl 2,3-anhydro-L-furanosides were accomplished from selectively protected methyl L-arabinofuranosides. 2(3)-Deoxy-L-pentofuranosides, including 2-deoxy-L-ribofuranoside, and their 5-O-blocked derivatives were prepared by stereoselective reductions of 2,3-anhydro-L-furanosides with L-Selectride.

Reaction of 2-deoxy-2-C-(3-bromoacetoxypropyl)-α-D-arabinofuranosides with oligonucleotide

Reaction of methyl 2-deoxy-2-C-(3-bromoacetoxypropyl)-α-D- arabinofuranosides, prepared from methyl 2,3-anhydro-α-D-ribofuranoside, with oligodeoxyribonucleotide (21mer) in acetonitrile-H2O (pH 7) and subsequent treatment with piperidine resulted in the cleavage of the nucleotide chain at the position G, A, and C.

One-pot conversion of 1,2-diols to epoxides: Convenient preparation of methyl 2,3-anhydro-5-O-trityl-β-D-lyxofuranoside and methyl 2,3,-anhydro-4,6-O-benzylidene-α-D-mannopyranoside

Tosyl chloride and sodium hydride are used to convert some 1,2-diols to epoxides in one-pot in enantiomerically/diastereomerically pure form.

Synthesis of derivatives of methyl 3-deoxy-3-C-formyl-α-D-arabino-pentofuranoside

Methyl 2,3-anhydro-α-D-lyxofuranoside and some 5-substituted derivatives react with 2-lithio-1,3-dithiane and phenylthiomethyl-lithium at both positions of the epoxide ring, but mainly at C-3. The ratio of the adducts is affected by the nature of the 5-su