51255-17-5

Basic information

• Product Name: Methyl-2-deoxy-alpha-D-ribofuranoside
• Synonyms: ALPHA-D-ERYTHRO-PENTOFURANOSIDE;METHYL 2-DEOXY-D-RIBOSIDE;METHYL-2-DEOXY-ALPHA-D-RIBOFURANOSIDE;Methyl-2-deoxy-alpha-D-ribofur;A-D-ERYTHRO-PENTOFURANOSIDE;Methyl 2-deoxy-a-D-ribofuranoside
• CAS NO: 51255-17-5
• Molecular Formula: C₆H₁₂O₄
• Molecular Weight: 148.16
• Mol File: 51255-17-5.mol
• Article Data: 87

Chemical Properties

• Boiling Point: 294.5±40.0 °C(Predicted)
• Appearance: /
• Density: 1.24 g/cm³
• Refractive Index: 1.487
• PKA: 13.81±0.60(Predicted)
• CAS DataBase Reference: Methyl-2-deoxy-alpha-D-ribofuranoside(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl-2-deoxy-alpha-D-ribofuranoside(51255-17-5)
• EPA Substance Registry System: Methyl-2-deoxy-alpha-D-ribofuranoside(51255-17-5)

Safety Data

• Hazardous Substances Data: 51255-17-5(Hazardous Substances Data)

Usage

General Description

Methyl-2-deoxy-alpha-D-ribofuranoside is a chemical compound that is commonly used in the pharmaceutical industry as a building block for the synthesis of nucleoside analogs and other biologically active molecules. It is a modified form of the sugar ribose, with a methyl group replacing the hydroxyl group at the 2' position. This modification allows the compound to be more stable and resistant to degradation, making it useful for the development of new drugs. Methyl-2-deoxy-alpha-D-ribofuranoside is also used in research and development as a reference compound for the study of nucleoside metabolism and as a standard for quantification in analytical chemistry.

InChI:InChI=1/C6H11O4/c1-9-4-2-6(8)10-5(4)3-7/h4-7H,2-3H2,1H3/q-1/t4-,5+,6-/m0/s1

Upstream product

• 452-51-7 D-2-deoxyribose 
• 131451-60-0 (1R,2R,4aS,5S,8aR)-2-(2-Hydroxy-ethyl)-5-methoxymethoxy-1-methyl-1,2,4a,5,6,7,8,8a-octahydro-naphthalene-1-carboxylic acid methyl ester 
• 36792-88-8 2-deoxy-D-ribose 
• 67-56-1 methanol 
• 91547-59-0 (2R,3S)-2-(hydroxymethyl)tetrahydrofuran-3-ol 
• 533-67-5 2-deoxy-D-ribose 
• 533-67-5 2-Deoxy-D-ribose 
• 22900-10-3 2-deoxy-D-ribose 
• 128161-77-3 (2S,3R)-2-<2-O-benzyl-3,4-O-isopropylidene-2,3,4-trihydroxybut-1-yl>-1,3-dithiane 
• 103795-36-4 (3S,4R)-3-O-benzyl-4,5-O-isopropylidene-3,4,5-trihydroxypentanal 
• 128111-92-2 (2S,3R)-2-<3,4-O-isopropylidene-2,3,4-trihydroxybut-1-yl>-1,3-dithiane 
• 862776-19-0 Acetic acid (2R,3R,4S,5S)-2-acetoxymethyl-4-(imidazole-1-carbothioyloxy)-5-methoxy-tetrahydro-furan-3-yl ester 
• 682811-40-1 methyl 3,5-di-O-acetyl-α-D-arabinofuranoside 
• 23701-40-8 methyl 3,5-di-O-acetyl-2-deoxy-α-D-ribofuranoside 

Downstream Products

• 60110-69-2 methyl 2-deoxy-3,5-di-O-p-toluenesulfonyl-D-erythro-pentofuranoside 
• 17676-20-9 methyl 2-deoxy-β-D-erythro-pentopyranoside 
• 3056-12-0 2-deoxy-3,5-di-O-(p-toluoyl)-α-D-erythropentofuranosyl chloride 
• 4330-24-9 (furan-2-yl)methyl 4-methylbenzoate 
• 200119-00-2 1-{(2R,4S,5R)-4-Allyl-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-5-methyl-1H-pyrimidine-2,4-dione 
• 200119-01-3 1-{(2S,4S,5R)-4-Allyl-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-5-methyl-1H-pyrimidine-2,4-dione 
• 263547-22-4 5'-O-(4,4'-dimethoxytrityl)-3'-C-[3-(phthalimido)propyl]thymidine 
• 200119-12-6 2-{3-[(2R,3S,5S)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-propyl}-isoindole-1,3-dione 
• 213255-10-8 2-[2-benzyloxy-1-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-1-hydroxy-butyl]-3-methyl-but-3-enoic acid ethyl ester 
• 213255-23-3 [(S)-3-Benzyloxy-3-((4S,5R)-4-benzyloxymethyl-5-isopropenyl-2,2-dimethyl-[1,3]dioxan-4-yl)-propoxy]-tert-butyl-dimethyl-silane 
• 213255-21-1 (2R,3S,4S)-4-Benzyloxy-3-benzyloxymethyl-6-(tert-butyl-dimethyl-silanyloxy)-2-isopropenyl-hexane-1,3-diol 
• 213255-11-9 (S)-3-Benzyloxy-3-((4S,5R)-4-benzyloxymethyl-5-isopropenyl-2,2-dimethyl-[1,3]dioxan-4-yl)-propan-1-ol 
• 213255-14-2 (S)-3-Benzyloxy-3-((4S,5R)-4-benzyloxymethyl-5-isopropenyl-2,2-dimethyl-[1,3]dioxan-4-yl)-propionaldehyde oxime 
• 213255-12-0 (S)-3-Benzyloxy-3-((4S,5R)-4-benzyloxymethyl-5-isopropenyl-2,2-dimethyl-[1,3]dioxan-4-yl)-propionaldehyde 

Relevant articles and documents

Iron-Catalyzed Radical Cleavage/C?C Bond Formation of Acetal-Derived Alkylsilyl Peroxides

A novel radical-based approach for the iron-catalyzed selective cleavage of acetal-derived alkylsilyl peroxides, followed by the formation of a carbon–carbon bond is reported. The reaction proceeds under mild reaction conditions and exhibits a broad substrate scope with respect to the acetal moiety and the carbon electrophile. Mechanistic studies suggest that the present reaction proceeds through a free-radical process involving carbon radicals generated by the homolytic cleavage of a carbon–carbon bond within the acetal moiety. A synthetic application of this method to sugar-derived alkylsilyl peroxides is also described.

Purification method of decitabine intermediate

The invention belongs to the technical field of medicinal chemistry, and particularly relates to a purification method of a decitabine intermediate. The method comprises the following steps: dissolving a decitabine intermediate crude product in a first solvent such as trichloromethane, and adding a second solvent such as methyl tert-butyl ether, so that impurities generated in the synthesis process can be effectively removed, and the proportion of beta-configuration products can be increased when the refined intermediate is subjected to a glycosylation reaction.

The development of β-selective glycosylation reactions with benzyl substituted 2-deoxy-1,4-dithio-D-erythro-pentofuranosides: enabling practical multi-gram syntheses of 4'-Thio-2'-deoxycytidine (T-dCyd) and 5-aza-4’-thio-2’-deoxycytidine (aza-T-dCyd) to s

The lack of effective methods to perform direct β-selective glycosylation reactions with 2-deoxy-1,4-dithio-D-erythro-pentofuranosides has long been a significant stumbling block for the multi-gram synthesis of 4’-thio-2’-deoxy nucleosides. In addition, p