62410-12-2

Basic information

• Product Name: 1,5-DI-O-ACETYL-2,3-O-ISOPROPYLIDENE-BETA-D-RIBOFURANOSE
• Synonyms: 1,5-DI-O-ACETYL-2,3-O-ISOPROPYLIDENE-BETA-D-RIBOFURANOSE;1,5-DI-O-ACETYL-2,3-O-ISOPROPYLIDENE-SS-D-RIBOFURANOSE
• CAS NO: 62410-12-2
• Molecular Formula: C₁₂H₁₈O₇
• Molecular Weight: 274.26712
• Mol File: 62410-12-2.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 339.3±42.0 °C(Predicted)
• Appearance: /
• Density: 1.26±0.1 g/cm3(Predicted)
• CAS DataBase Reference: 1,5-DI-O-ACETYL-2,3-O-ISOPROPYLIDENE-BETA-D-RIBOFURANOSE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,5-DI-O-ACETYL-2,3-O-ISOPROPYLIDENE-BETA-D-RIBOFURANOSE(62410-12-2)
• EPA Substance Registry System: 1,5-DI-O-ACETYL-2,3-O-ISOPROPYLIDENE-BETA-D-RIBOFURANOSE(62410-12-2)

Safety Data

• Hazardous Substances Data: 62410-12-2(Hazardous Substances Data)

Usage

Type of Compound

Chemical compound

Molecular Structure

Complex molecular structure

Derivative of

Ribofuranose (a type of sugar)

Acetyl Groups

Two acetyl groups attached to the 1 and 5 positions of the ribofuranose ring

Isopropylidene Group

Attached to the 2 and 3 positions

Usage

Commonly used in organic synthesis

Building Block

Used as a building block in the preparation of various biologically active compounds

Unique Structure

Important intermediate in the production of pharmaceuticals, agrochemicals, and other fine chemicals

Reactivity

Unique reactivity due to its structure

Upstream product

• 67814-68-0 2,3-O-isopropylidene-D-ribofuranose 
• 108-24-7 acetic anhydride 
• 532-20-7 D-Ribose 
• 1581734-05-5 3-(1,5-di-O-acetyl-β-D-ribofuranosyl)-2-methylprop-1-ene 
• 1581734-01-1 3-(5-O-acetyl-2,3-O-isopropylidene-β-D-ribofuranosyl)-2-methylprop-1-ene 
• 36468-53-8 β-D-ribofuranose 
• 67-64-1 acetone 

Downstream Products

• 107961-05-7 β-1-deoxy-1-C-(phenylthio)-2,3-O-isopropylidene-5-O-acetyl-D-ribofuranose 
• 107961-06-8 α-1-deoxy-1-C-(phenylthio)-2,3-O-isopropylidene-5-O-acetyl-D-ribofuranose 
• 78686-01-8 α-D-ribofuranosyl-4-pyridone-3-carboxamide 
• 78686-01-8 1-β-D-ribofuranosylpyridin-4-one-3-carboxamide 
• 107961-16-0 β-1-deoxy-1-C-<(phenylthio)bis(methoxycarbonyl)methyl>-2,3-O-isopropylidene-5-O-acetyl-D-ribofuranose 
• 82921-68-4 3-(5-O-tert-butyldiphenylsilyl-2,3-O-isopropylidene-β-D-ribofuranosyl)prop-1-ene 
• 1352789-20-8 3-(5-O-tert-butyldiphenylsilyl-2,3-O-isopropylidene-1-deoxy-β-D-ribofuranosyl-1-yl)propanal 
• 1352789-23-1 3-(5-O-tert-butyldiphenylsilyl-2,3-O-isopropylidene-1-deoxy-β-D-ribofuranos-1-yl)prop-1-yl methanesulfonate 
• 1352789-24-2 3-(5-O-tert-butyldimethylsilyl-2,3-O-isopropylidene-1-deoxy-β-D-ribofuranos-1-yl)prop-1-yl 4-methylbenzenesulfonate 
• 1352789-28-6 3-(5-O-tert-butyldiphenylsilyl-2,3-O-isopropylidene-1-deoxy-β-D-ribofuranos-1-yl)propyl-1-azide 
• 1352789-32-2 3-(5-O-tert-butyldiphenylsilyl-2,3-O-isopropylidene-1-β-D-ribofuranos-1-yl)propyl-1-amine 
• 1352789-39-9 (3R,S)-1-(5-O-tert-butyldiphenylsilyl-2,3-O-isopropylidene-1-deoxy-β-D-ribofuranos-1-yl)pent-4-yn-3-ol 
• 1352789-40-2 (3R,S)-1-(5-O-tert-butyldimethylsilyl-2,3-O-isopropylidene-1-deoxy-β-D-ribofuranos-1-yl)-5-phenylpent-4-yn-3-ol 
• 1352789-41-3 (3R,S)-1-(5-O-tert-butyldiphenylsilyl-2,3-O-isopropylidene-1-deoxy-β-D-ribofuranos-1-yl)-5-phenylpent-4-yn-3-ol 

Relevant articles and documents

Synthesis of new ribosylated Asn building blocks as useful tools for glycopeptide and glycoprotein synthesis

We performed the first synthesis of new Asn derivatives bearing α- or β-ribose as pure anomers, linked by an N-glycosidic bond, on the side chain of the Asn residue orthogonally protected for Fmoc/tBu SPPS, by an efficient five-step strategy with a global yield of 73% starting from d-ribose. These building blocks are obtained in a large scale and can be useful tools for glycopeptide and glycoproteins synthesis.

NUCLEOSIDE SYNTHESIS: A SYSTEMATIC STUDY OF THE INFLUENCE OF THE NATURE AND STEREOCHEMISTRY OF D-ALDOPENTOFURANOSES, AND THE EFFECT OF THE SUBSTITUENT AT C-2, IN THE ACID-CATALYZED FUSION-REACTION WITH INDAZOLE

A systematic study of the acid-catalyzed fusion-reaction is reported.The influence of the nature and stereochemistry of the D-aldopentofuranose and the effect of the substituent at C-2 have been investigated by using indazole as a model heterocycle.The results obtained show that the nature and stereochemistry of the staring, per-O-acetylated D-aldopentofuranose have no significant effect upon the product distribution of the acid-catalyzed fusion-reaction.The use of a sugar lacking a participating group at C-2 showed, however, that the absence of participation increases the ratio of cis-1',2'-nucleosides, and the mechanism involved is discussed.In all cases, the results indicated that the distribution of the products is determined by their relative, thermodynamic stabilities.

Short-Step Anodic Access to Emissive RNA Homonucleosides

Emissive RNA homonucleosides were added to the growing library of synthetic probes. The emissive nucleobases were constructed in one step from the methallyl C-glycoside of D-ribofuranose, which was prepared stereoselectively. The homonucleosides displayed various emission colors by using a single excitation wavelength that could be fine-tuned merely by changing the carbonyl substituent on the methoxyphenol.