13964-23-3

Basic information

• Product Name: 3-AZIDO-3-DEOXY-1,2:5,6-DI-O-ISOPROPYLIDENE-ALPHA-D-GLUCOFURANOSE
• Synonyms: 3-Azido-3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose;3-Azido-3-deoxy-1,2:5,6-bis-O-(1-Methylethylidene)-α-D-glucofuranose
• CAS NO: 13964-23-3
• Molecular Formula: C₁₂H₁₉N₃O₅
• Molecular Weight: 287.27
• Product Categories: 13C & 2H Sugars;Carbohydrates & Derivatives
• Mol File: 13964-23-3.mol
• Article Data: 37

Chemical Properties

• Melting Point: 104-109 °C
• Boiling Point: 106°C
• Appearance: /
• Storage Temp.: Refrigerator
• Solubility: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• CAS DataBase Reference: 3-AZIDO-3-DEOXY-1,2:5,6-DI-O-ISOPROPYLIDENE-ALPHA-D-GLUCOFURANOSE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-AZIDO-3-DEOXY-1,2:5,6-DI-O-ISOPROPYLIDENE-ALPHA-D-GLUCOFURANOSE(13964-23-3)
• EPA Substance Registry System: 3-AZIDO-3-DEOXY-1,2:5,6-DI-O-ISOPROPYLIDENE-ALPHA-D-GLUCOFURANOSE(13964-23-3)

Safety Data

• Hazardous Substances Data: 13964-23-3(Hazardous Substances Data)

Usage

Chemical Properties

Yellow Liquid

Upstream product

• 6027-62-9 3-deoxy-3-iodo-1,2:5,6-di-O-isopropylidene-α-D-allofuranose 
• 3253-75-6 1,2,5,6-di-O-isopropylidene-3-O-(p-toluenesulfonyl)-α-D-allofuranose 
• 50-99-7 D-glucose 
• 2847-00-9 1,2:5,6-di-O-isopropylidene-α-D-ribo-3-hexulofuranose 
• 620630-82-2 1,2 5,6-O-di(isopropylidene)-α-D-allofuranose 
• 380911-39-7 1,2:5,6-di-O-isopropylidene-3-triflyl-α-D-glucofuranose 
• 1173200-00-4 3-O-acetyl-1,2-5,6-di-O-isopropylidene-α-D-glucofuranose 
• 350255-13-9 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 
• 14260-27-6 3-deoxy-3-iodo-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 
• 55951-93-4 1,2:5,6-di-O-isopropylidene-3-O-triflyl-α-D-glucofuranose 
• 14728-80-4 1,2:5,6-di-O-isopropylidene-3-O-(methylsulphonyl)-α-D-allofuranose 
• 68922-46-3 (1,2;5,6-Di-O-isopropyliden-α-D-glucofuranos-3-yloxy)phosphonium-iodid 
• 582-52-5 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 
• 14686-89-6 (1,2:5,6)-di-O-isopropylidene-D-gulose 

Downstream Products

• 24384-86-9 3-amino-3-deoxyglucose hydrochloride 
• 1334369-92-4 C₁₇H₁₉NO₅ 
• 1415917-81-5 C₂₀H₂₄N₄O₇ 
• 1415917-82-6 C₃₃H₄₂N₈O₁₁ 
• 1415917-91-7 C₃₂H₄₀N₈O₁₁ 
• 1415917-92-8 C₃₈H₃₉F₅N₈O₁₁ 
• 1415917-79-1 C₂₁H₂₆N₄O₇ 
• 936947-80-7 (5-formyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl)-carbamic acid benzyl ester 
• 1415917-87-1 C₃₃H₄₂N₈O₁₁ 
• 1415917-88-2 C₃₂H₄₀N₈O₁₁ 
• 1417719-84-6 6-O-acetyl-3-azido-2,4-di-O-benzyl-3-deoxy-D-glucopyranosyl trichloroacetimidate 

Relevant articles and documents

Design And Synthesis Of An Azabicyclic Nucleoside Phosphoramidite For Oligonucleotide Antisense Constructs

We report the synthesis and biophysical evaluation of an azabicycle dinucleotide with restricted γ, β, and ε torsion angles, featuring the introduction of a piperidine ring that locks the conformation of the nucleoside into an RNA-type nucleic acid. The c

An efficient method to synthesize novel 5-O-(6′-modified)-mycaminose 14-membered ketolides

A new and facile procedure was developed to synthesize novel 5-O-(6′-modified)-mycaminose 14-membered ketolides by adopting different protective strategies and comparing various glycosylation conditions. Seven trichloroacetimidate donors which had different types of substituent groups at C-6 position were synthesized to couple with the erythronolide. Nine novel 5-O-(6′-modified)-mycaminose 14-membered ketolides were obtained to verify the utility of the method.

Multicomponent Approach to Homo-and Hetero-Multivalent Glycomimetics Bearing Rare Monosaccharides

We applied a multicomponent approach to access a library of densely functionalized homo-and hetero-multivalent glycomimetics comprising aldehyde, amine, and isocyanide components related to isopropylidene-protected d-fructose, l-sorbose, d-galactose, and d-Allose. Passerini products were obtained in very good yields (up to 78%) and high diastereoselectivities (up to 98:2). Three types of products were obtained by the Ugi reaction; along with the "classical" four-component product, α-Acylaminoamides, a three-component α-Aminoamides, and a four-component α-Aminoacylamides were isolated. The presence of multiple pathways is rationalized by the structure of the imidate intermediate, mainly influenced by the amine component.

A method for preparing N-alkylated kanosamines from diacetone D-glucose

The aminoglycoside (AG) antibiotics have seen a resurgence in their clinical use given the increase in multi drug resistant bacterial infections. Campaigns to generate novel analogs show promise that structural modification can lead to compounds with improved pharmacological properties. The results described herein include a new method to synthesize mono-, di-, and mixed N-alkylated kanosamine sugars and their elaboration into novel glycosides that inhibit bacterial protein synthesis in vitro.