108647-88-7

Basic information

• Product Name: Methyl-2-deoxy-D-erythropentofuranoside dibenzoate
• Synonyms: METHYL-2-DEOXY-3,5-DI-O-BENZOYL-D-ERYTHRO-PENTOFURANOSIDE;METHYL-2-DEOXY-D-ERYTHRO-PENTOFURANOSIDE DIBENZOATE;Methyl-2-deoxy-D-erythro pentofuranoside;1-Methoxy-2-deoxy-3,5-di-O-benzoylribofuranose;Methyl 2-deoxy-3,5-di-O-benzoyl-D-ribofuranoside;Methyl 2-Deoxy-D-ribofuranoside Dibenzoate
• CAS NO: 108647-88-7
• Molecular Formula: C₂₀H₂₀O₆
• Molecular Weight: 356.37
• Product Categories: Aromatics;Heterocycles;Intermediates
• Mol File: 108647-88-7.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 479.061 °C at 760 mmHg
• Flash Point: 209.726 °C
• Appearance: Colourless solid (gel)
• Density: 1.262 g/cm³
• Solubility: Chloroform, Dichloromethane, Ethyl Acetate, Methanol
• CAS DataBase Reference: Methyl-2-deoxy-D-erythropentofuranoside dibenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl-2-deoxy-D-erythropentofuranoside dibenzoate(108647-88-7)
• EPA Substance Registry System: Methyl-2-deoxy-D-erythropentofuranoside dibenzoate(108647-88-7)

Safety Data

• Hazardous Substances Data: 108647-88-7(Hazardous Substances Data)

Usage

Description

Methyl-2-deoxy-D-erythropentofuranoside dibenzoate is a colorless solid gel with chemical properties that make it a valuable intermediate in the synthesis of various compounds. It is particularly known for its role in the production of antiviral and anticancer research chemicals.

Uses

Used in Pharmaceutical Industry:
Methyl-2-deoxy-D-erythropentofuranoside dibenzoate is used as an intermediate for the production of antiviral and anticancer research chemicals due to its unique chemical properties that facilitate the synthesis of these important compounds.
Used in Antiviral Applications:
Methyl-2-deoxy-D-erythropentofuranoside dibenzoate is used as a key component in the development of antiviral drugs, contributing to the fight against various viral infections by aiding in the creation of effective antiviral agents.
Used in Anticancer Applications:
Methyl-2-deoxy-D-erythropentofuranoside dibenzoate is used as a crucial intermediate in the synthesis of anticancer drugs, playing a significant role in the development of novel therapeutics for the treatment of cancer.
Used in Research and Development:
Methyl-2-deoxy-D-erythropentofuranoside dibenzoate is used as a research chemical, enabling scientists to explore its potential applications in various fields, including pharmaceuticals, biotechnology, and material science.

InChI:InChI=1/2C7H6O2.C6H11O4/c2*8-7(9)6-4-2-1-3-5-6;1-9-4-2-6(8)10-5(4)3-7/h2*1-5H,(H,8,9);4-7H,2-3H2,1H3/q;;-1/p-2/t;;4-,5+,6?/m..0/s1

Upstream product

• 51885-64-4 1,2-O-isopropylidene-β-L-arabinofuranose 
• 103763-14-0 (3aR,5S,6S,6aR)-5-{[(tert-butyldiphenylsilyl)oxy]methyl}-2,2-dimethyltetrahydro-2H-furo[2,3-d][1,3]dioxol-6-ol 
• 103763-12-8 5-O-tert-butyldiphenylsilyl-α,β-L-arabinofuranose 
• 98-88-4 benzoyl chloride 
• 77772-43-1 5-O-benzoyl-L-arabinose diethyl dithioacetal 
• 43179-48-2 L-arabinose di(ethylthio)acetal 
• 5328-37-0 L-arabinose 
• 6893-72-7 5-O-benzoyl-1,2-O-isopropylidene-β-L-arabinofuranose 
• 3080-31-7 3,5-di-O-benzoyl-1,2-O-isopropylidene-β-L-arabinofuranose 
• 30591-84-5 methyl 3,5-di-O-benzoyl-L-arabinofuranoside 
• 137873-06-4 2,5,6-trideoxy-D-erythro-hexofuranose 
• 67-56-1 methanol 
• 452-51-7 D-2-deoxyribose 
• 51255-17-5 1-O-methyl-2-deoxy-D-ribofuranoside 

Downstream Products

• 134111-30-1 4-amino-1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrothiophen-2-yl)pyrimidin-2(1H)-one 
• 51255-12-0 1-O-acetyl-3,5-di-O-benzoyl-2-deoxy-D-erythro-pentafuranose 
• 77180-98-4 1-(2-deoxy-3,5-di-O-benzoyl-β-L-erythro-pentofuranosyl)-5-fluorouracil 
• 35898-30-7 C₂₄H₂₂N₂O₇ 
• 675124-57-9 3S-benzoyloxy-2R-benzoyloxymethyl-5S-(2-phenylthiazol-4-yl)-tetrahydrofuran 
• 675124-56-8 3S-benzoyloxy-2R-benzoyloxymethyl-5R-(2-phenylthiazol-4-yl)-tetrahydrofuran 
• 675124-60-4 3S-benzoyloxy-2R-benzoyloxymethyl-5R/S-[6H-(1,3,4)-thiadiazin-2-amino-5-yl]-tetrahydrofuran 
• 675124-59-1 3S-benzoyloxy-2R-benzoyloxymethyl-5S-(2-aminothiazol-4-yl)-tetrahydrofuran 
• 675124-58-0 3S-benzoyloxy-2R-benzoyloxymethyl-5R-(2-aminothiazol-4-yl)-tetrahydrofuran 
• 675124-55-7 3S-benzoyloxy-2R-benzoyloxymethyl-5S-(2-methylthiazol-4-yl)-tetrahydrofuran 
• 675124-54-6 3S-benzoyloxy-2R-benzoyloxymethyl-5R-(2-methylthiazol-4-yl)-tetrahydrofuran 

Relevant articles and documents

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 and DNA/RNA Binding Properties of Conformationally Constrained Pyrrolidinyl PNA with a Tetrahydrofuran Backbone Deriving from Deoxyribose

Sugar-derived cyclic β-amino acids are important building blocks for designing of foldamers and other biomimetic structures. We report herein the first synthesis of a C-activated N-Fmoc-protected trans-(2S,3S)-3-aminotetrahydrofuran-2-carboxylic acid as a building block for Fmoc solid phase peptide synthesis. Starting from 2-deoxy-d-ribose, the product is obtained in a 6.7% overall yield following an 11-step reaction sequence. The tetrahydrofuran amino acid is used as a building block for a new peptide nucleic acid (PNA), which exhibits excellent DNA binding affinity with high specificity. It also shows preference for binding to DNA over RNA and specifically in the antiparallel orientation. In addition, the presence of the hydrophilic tetrahydrofuran ring in the PNA structure reduces nonspecific interactions and self-aggregation, which is a common problem in PNA due to its hydrophobic nature.

Preparation of new acylated derivatives of L-arabinofuranose and 2-deoxy-L-erythro-pentofuranose as precursors for the synthesis of L-pentofuranosyl nucleosides

1,2-Di-O-acetyl-3,5-di-O-benzoyl-L-rabinofuranose and 1-O-acetyl-3,5-di-O-benzoyl-2-deoxy-L-erythro-pentofuranose have been synthesised from L-rabinose for use in the preparation of L-pentofuranosyl nucleosides. 1,2-Di-O-acetyl-3,5-di-O-benzoyl-L-arabinof