17676-20-9

Usage

Uses

Used in Chemical Synthesis:
Methyl 2-deoxypentopyranoside is used as a building block for the synthesis of various carbohydrates, pharmaceuticals, and nucleosides. Its unique structure allows for the creation of complex molecules that are essential in the development of new drugs and therapeutic agents.
Used in Laboratory and Industrial Processes:
Methyl 2-deoxypentopyranoside is used as a solvent or additive in various laboratory and industrial processes. Its properties make it suitable for use in a wide range of applications, from the production of chemicals to the development of new materials.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, methyl 2-deoxypentopyranoside is used as an intermediate in the synthesis of various drugs and drug candidates. Its ability to form complex molecules makes it a valuable component in the development of new medications and therapies.
Used in Research and Development:
Methyl 2-deoxypentopyranoside is also used in research and development settings, where it can be employed to study the properties and behavior of various chemical compounds. Its unique structure and reactivity make it an important tool for scientists working in the fields of chemistry and pharmaceuticals.

Upstream product

• 51255-17-5 1-O-methyl-2-deoxy-D-ribofuranoside 
• 3150-13-8 (1R,2R,5R,6R)-2-Methoxy-3,7-dioxa-bicyclo[4.1.0]heptan-5-ol 
• 5985-78-4 methyl-(2-bromo-2-deoxy-β-D-arabinopyranoside) 
• 66851-41-0 methyl 2-deoxy-3,4-O-isopropylidene-β-D-erythro-pentopyranoside 
• 67-56-1 methanol 
• 22900-10-3 2-deoxy-D-ribose 
• 7647-01-0 hydrogenchloride 
• 60-29-7 diethyl ether 
• 91-09-8 methyl β-D-ribopyranoside 
• 63554-08-5 methyl 2-O-methanesulfonyl-β-D-arabinopyranoside 
• 40147-20-4 methyl-[O²-(toluene-4-sulfonyl)-β-D-arabinopyranoside] 
• 79549-20-5 methyl-3,4-O-isopropylidene-2-O-tosyl-β-D-arabinopyranoside 
• 496-62-8 D-xylal 
• 100820-63-1 methyl 3,4-O-isopropylidene-<(methylthio)thiocarbonyl>-β-D-ribopyranoside 

Downstream Products

• 26528-69-8 methyl-[bis-O-(toluene-4-sulfonyl)-β-D-erythro-2-deoxy-pentopyranoside] 
• 147860-00-2 methyl 3-O-benzyl-2-deoxy-β-D-erythro-pentopyranoside 
• 147860-12-6 methyl 4-O-benzyl-2-deoxy-β-D-erythro-pentopyranoside 
• 158719-05-2 (3R,4S,6R)-4-(tert-Butyl-diphenyl-silanyloxy)-6-methoxy-tetrahydro-pyran-3-ol 
• 20535-30-2 C₂₀H₁₈N₂O₁₀ 
• 147860-16-0 Methyl 4-O-p-toluenesulfonyl-2-deoxy-β-D-erythro-pentopyranoside 
• 158800-20-5 3(S),12(R)-bis<(tert-butyldiphenylsilyl)oxy>-5(S)-hydroxy-6(Z),8(E),10(E),14(Z)-eicosatetranoic δ-lactone 
• 158719-04-1 3(R),12(R)-bis<(tert-butyldiphenylsilyl)oxy>-5(S)-hydroxy-6(Z),8(E),10(E),14(Z)-eicosatetranoic δ-lactone 
• 158800-19-2 2(R)-methoxy-4(S)-<(tert-butyldiphenylsilyl)oxy>-6(S)-<7(R)-<(tert-butyldiphenylsilyl)oxy>-1(Z),3(E),5(E),9(Z)-pentadecatetraen-1-yl>tetrahydropyran 
• 158719-03-0 2(R)-methoxy-4(R)-<(tert-butyldiphenylsilyl)oxy>-6(S)-<7(R)-<(tert-butyldiphenylsilyl)oxy>-1(Z),3(E),5(E),9(Z)-pentadecatetraen-1-yl>tetrahydropyran 
• 158719-08-5 (2R,4R)-4-(tert-Butyl-diphenyl-silanyloxy)-6-[(1Z,3E,5E,9Z)-(R)-7-(tert-butyl-diphenyl-silanyloxy)-pentadeca-1,3,5,9-tetraenyl]-2-methoxy-3,4-dihydro-2H-pyran 
• 158800-18-1 2(R)-methoxy-4(R)-<(tert-butyldiphenylsilyl)oxy>-6-<7(R)-<(tert-butyldiphenylsilyl)oxy>-3(E),5(E),9(Z)-pentadecatrien-1-ynyl>-2,3-dihydro-4H-pyran 
• 158719-02-9 2(R)-methoxy-4(S)-<(tert-butyldiphenylsilyl)oxy>-6-<7(R)-<(tert-butyldiphenylsilyl)oxy>-3(E),5(E),9(Z)-pentadecatrien-1-ynyl>-2,3-dihydro-4H-pyran 
• 158719-09-6 (6Z,8E,10E,14Z)-(3S,5S,12R)-3,12-Bis-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-icosa-6,8,10,14-tetraenoic acid methyl ester 

Relevant academic research and scientific papers

Improved syntheses of d-ribo- and 2-deoxy-d-ribofuranose phospho sugars from methyl β-d-ribopyranoside

Abstract - Methyl 4-deoxy-4-dimethoxyphosphinoyl-2,3-O-isopropylidene-13-D-ribopyranoside (12a) and methyl 2,4-dideoxy-4-dimethoxyphosphinoyl-13-D-etythro-pentopyranoside (20) were efficiently prepared respectively from methyl2,3-O-isopropylidene-[3-D-rib

An efficient stereoselective synthesis of the amino sugar component (E ring) of calicheamicin γ1(I)

A simple, efficient, stereoselective synthesis of the methyl 2,4-dideoxy-4-(ethylamino)-3-O-methyl-β-L-threo-pentopyranoside 2, corresponding to the E monosaccharide unit (E ring) of calicheamicin 1, is described. The synthetic procedure utilizes the methyl 2-deoxy-β-D-ribopyranoside 3 as the enantiopure starting material and the acid methanolysis of the intermediate activated aziridine 12 to give the desired amino sugar 2 in 6 steps and in satisfactorily high overall yield (60%). No separation stage is necessary at any point of the synthetic process.

4'-Thionucleosides via in situ pyranose-furanose rearrangements: A short synthesis of the antiherpes agent 2'-deoxy-5-ethyl-4'-thiouridine via direct coupling of a silylated pyrimidine base with a 4-thiopyranose sugar

Methyl 2-deoxy-3,4-O-thiocarbonyl-β-D-ribopyranoside was converted into the thione carbonate by reaction with thiophosgene. Bromide ion-catalyzed O-S rearrangement produced methyl 2-deoxy-3-O,4-S-carbonyl-4-thio-β-D- ribopyranoside (3a) and the 3-O,4-S isomer 3b. The carbonates were cleaved with ammonia and the 3-O,4-S pyranoside sugar coupled with bis(trimethylsilyl)-5-ethyluracil using trimethylsilyl triflate to provide the antiherpes agenet 2'-deoxy-5-ethyl-4'-thiouridine 9. The reaction proceeded via in situ pyranoside rearrangement of the sugar and subsequent coupling. The pyranoside sugar could also be converted to the furanoside form with Dowes H+ acid resin and coupled in conventional fashion to give the nucleoside. Coupling of methyl 4-O-carbamoyl-2-deoxy-3-thio-β-D- ribopyranoside (4b) with the bis(trimethylsilyl)-5-ethyluracil gave 1-[2-[2- (hydroxymethyl)thiiran-1-yl]-1-methoxyethyl]-5-ethyluracil.

METHYL ETHERS OF METHYL 2-DEOXY-α- AND β-D-threo-PENTOPYRANOSIDE

Methyl 2-deoxy-α- and β-D-threo-pentopyranosides (Ia, IIa) were prepared.Various conditions for partial methylation of the β-anomer IIa were tried out, leading to methyl 2-deoxy-3-O-methyl-β-D-threo-pentopyranoside (IIc), methyl 2-deoxy-4-O-methyl-β-D-threo-pentopyranoside (IId) and methyl 2-deoxy-3,4-di-O-methyl-β-D-threo-pentopyranoside (IIe).The structures of the products were determined by means of 1H NMR.