60134-26-1

Basic information

• Product Name: 1-O-Methyl-2-deoxy-D-ribose
• Synonyms: 1-O-METHYL-2-DEOXY-D-RIBOSE;METHYL 2-DEOXY-D-RIBOSE;1-O-METHYL 2-DEOXY-D-RIBOSE (2R,3S)-2-(HYDROXYMETHYL)-5-METHOXYTETRAHYDROFURAN-3-OL;(2R,3S)-2-(hydroxymethyl)-5-methoxytetrahydrofuran-3-ol;Methyl 2-Deoxyribofuranoside;(2S,3R)-2-(hydroxyMethyl)-5-Methoxyoxolan-3-ol;D-Ribofuranoside,Methyl 2-deoxy- (6CI);1-Methoxy-2-deoxyribose
• CAS NO: 60134-26-1
• Molecular Formula: C₆H₁₂O₄
• Molecular Weight: 149.17
• EINECS: 1533716-785-6
• Product Categories: Carbohydrate Synthesis;Monosaccharides;Specialty Synthesis;Carbohydrates & Derivatives
• Mol File: 60134-26-1.mol
• Article Data: 79

Chemical Properties

• Boiling Point: 294.492 °C at 760 mmHg
• Flash Point: >230 °F
• Appearance: Golden gummy solid
• Density: 1.224 g/mL at 25 °C(lit.)
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: n20/D 1.47(lit.)
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 13.81±0.60(Predicted)
• CAS DataBase Reference: 1-O-Methyl-2-deoxy-D-ribose(CAS DataBase Reference)
• NIST Chemistry Reference: 1-O-Methyl-2-deoxy-D-ribose(60134-26-1)
• EPA Substance Registry System: 1-O-Methyl-2-deoxy-D-ribose(60134-26-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-24/25
• WGK Germany: 3
• Hazardous Substances Data: 60134-26-1(Hazardous Substances Data)

Usage

Chemical Properties

Golden Gummy Solid

Uses

Methyl 2-Deoxy-D-ribofuranoside (cas# 60134-26-1) is a compound useful in organic synthesis.

InChI:InChI=1/C6H12O4/c1-9-6-2-4(8)5(3-7)10-6/h4-8H,2-3H2,1H3/t4-,5+,6?/m0/s1

Upstream product

• 533-67-5 2-Deoxy-D-ribose 
• 67-56-1 methanol 
• 22900-10-3 2-deoxy-D-ribose 
• 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 
• 77909-74-1 2,5-anhydro-3-deoxy-D-ribo-hexonic acid 
• 533-67-5 2-deoxy-D-ribose 
• 137873-06-4 2,5,6-trideoxy-D-erythro-hexofuranose 
• 75-36-5 acetyl chloride 
• 22900-10-3 2-deoxy-β-D-erythro-pentopyranose 
• 79364-36-6 (2R,3S)-hex-5-ene-1,2,3-triol 
• 91547-59-0 (2R,3S)-2-(hydroxymethyl)tetrahydrofuran-3-ol 

Downstream Products

• 151767-35-0 3,5-di-O-acetyl-2-deoxy-α/β-D-ribofuranoside 
• 132487-16-2 methyl 3,5-di-O-benzyl-2-deoxy-D-ribofuranoside 
• 6160-55-0 methyl 3,5-di-O-benzyl-2-deoxy-β-D-erythro-pentofuranoside 
• 6160-54-9 methyl 3,5-di-O-benzyl-2-deoxy-α-D-erythro-pentofuranoside 
• 108647-88-7 ((2R,3S)-3-(benzoyloxy)-5-methoxytetrahydrofuran-2-yl)methyl benzoate 
• 51785-70-7 methyl 3,5-dibenzoyloxy-2-deoxy-β-D-erythropentofuranoside 
• 80339-59-9 methyl 3,5-dibenzoyloxy-2-deoxy-α-D-erythropentofuranoside 
• 144071-99-8 1-methyl-5-O-benzoyl-2-deoxy-α-D-ribofuranoside 
• 144072-00-4 1-methyl-5-O-benzoyl-2-deoxy-β-D-ribofuranoside 
• 4330-34-1 methyl 3,5-di-O-toluoyl-2-deoxy-D-ribofuranose 
• 676598-19-9 methyl 2-deoxy-5-O-(4-methylbenzoyl)-D-erythro-pentofuranoside 
• 10437-39-5 methyl 2-deoxy-5-O-(p-toluenesulfonyl)-α,β-D-erythro-pentofuranoside 
• 60251-58-3 methyl 2-deoxy-5-O-(p-toluenesulfonyl)-β-D-erythro-pentofuranoside 
• 60110-69-2 methyl 2-deoxy-3,5-di-O-p-toluenesulfonyl-D-erythro-pentofuranoside 

Relevant articles and documents

2-deoxy-D-ribose derivative

The invention belongs to the field of medicine synthesis, and provides a 2-deoxy-D-ribose derivative (III). When the derivative (III) is used for preparing decitabine, the stereoselectivity is good, and the yield is high. The invention provides a preparation method of the derivative. The preparation method comprises the following steps: step a, carrying out oxygen methylation on 1-position hydroxyl of 2-deoxy-D-ribose; and step b, protecting hydroxyl groups at positions 3 and 5, and further carrying out sulfonation on 1-position oxymethyl. The method is simple and convenient to operate, free of special equipment, good in product purity, high in yield and suitable for industrial production.

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

Synthesis method of desicitabine intermediate alpha-substituted deoxyribose

The invention provides a synthesis method of desicitabine intermediate alpha-substituted deoxyribose. The synthesis route is as follows: R refers to p-methyl benzoyl and X refers to chlorine atomin according to the formula 3 and the formula I. The synthesis method includes the following steps: 1) methylation reaction: a compound of formula 1 is reacted with methyl alcohol under acid catalysis to obtain a compound of the formula 2; 2) acylation reaction: the compound of the formula 2 is dissolved in an organic solvent and reacted with p-methyl benzoyl chloride under alkali catalysis to obtain acompound of the formula 3; 3) chlorination reaction: acetyl chloride is used to adjust the pH value of the acylation reaction solution at low temperature, the acylation reaction solution is filtered,is added with a low polar solvent A, and then is added with acetic acid solution of hydrogen chloride to react to obtain a compound of formula I. The synthesis method uses p-methyl benzoyl as a protective group in the process of synthesizing dicitabine key intermediate to substitute for deoxyribose, and controls the chlorination reaction conditions to obtain high purity alpha-substituted deoxyribose, the high purity alpha-substituted deoxyribose is conducive to coupling with silylation-protected 5-azacytidine to obtain high proportion of beta / alpha, and the dicitabine yield rate is increased.