5450-26-0

Basic information

• Product Name: 1,2:5,6-Di-O-isopropylidene-3-O-(methylsulfonyl)-alpha-D-glucofuranose
• Synonyms: 3-O-METHANESULPHONYL-1,2,5,6-DI-O-ISOPROPYLIDENE-D-GLUCOFURANOSE;1,2,5,6-DI-O-ISOPROPYLIDENE-3-O-(METHYLSULFONYL)-ALPHA-D-GLUCOFURANOSE;1,2:5,6-DI-O-ISOPROPYLIDENE-3-O-(METHYLSULFONYL)-ALPHA-D-GLUCOFURANOSE;METHANESULFONIC ACID (3AR,5R,6S,6AR)-5-(2,2-DIMETHYL-[1,3]DIOXOLAN-4-YL)-2,2-DIMETHYL-TETRAHYDRO-FURO[2,3-D][1,3]DIOXOL-6-YL ESTER;3-O-methylsulphonyl-1,2,5,6-di-O-isopropylidene-alpha-D-glucofuranose;METHANESULFONIC ACID 5-(2,2-DIMETHYL-[1,3]DIOXOLAN-4-YL)-2,2-DIMETHYL-TETRAHYDRO-FURO[2,3-D][1,3]DIOXOL-6-YL ESTER;1,2:5,6-Di-O-isopropylidene-3-O-methanesulfonyl-a-D-glucofuranose;3-O-Methylsulfonyl-1,2,5,6-di-O-isopropylidene-alpha-D-glucofuranose.
• CAS NO: 5450-26-0
• Molecular Formula: C₁₃H₂₂O₈S
• Molecular Weight: 338.37
• EINECS: 226-675-3
• Product Categories: Sugars, Carbohydrates & Glucosides
• Mol File: 5450-26-0.mol
• Article Data: 7

Chemical Properties

• Melting Point: 79-81°C
• Boiling Point: 447.7 °C at 760 mmHg
• Flash Point: 224.5 °C
• Appearance: off-white powder powder
• Density: 1.36 g/cm³
• Vapor Pressure: 8.71E-08mmHg at 25°C
• Refractive Index: 1.52
• Storage Temp.: 0-6°C
• CAS DataBase Reference: 1,2:5,6-Di-O-isopropylidene-3-O-(methylsulfonyl)-alpha-D-glucofuranose(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2:5,6-Di-O-isopropylidene-3-O-(methylsulfonyl)-alpha-D-glucofuranose(5450-26-0)
• EPA Substance Registry System: 1,2:5,6-Di-O-isopropylidene-3-O-(methylsulfonyl)-alpha-D-glucofuranose(5450-26-0)

Safety Data

• Hazardous Substances Data: 5450-26-0(Hazardous Substances Data)

Usage

Chemical Properties

white to slightly yellow crystalline powder

InChI:InChI=1/C13H22O8S/c1-12(2)16-6-7(18-12)8-9(21-22(5,14)15)10-11(17-8)20-13(3,4)19-10/h7-11H,6H2,1-5H3/t7?,8-,9+,10-,11-/m1/s1

Upstream product

• 2280-44-6 D-Glucose 
• 124-63-0 methanesulfonyl chloride 
• 582-52-5 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 

Downstream Products

• 61135-45-3 3-O-methylsulfonyl-D-glucose 
• 7512-01-8 O⁵,O⁶-diacetyl-O¹,O²-isopropylidene-O³-methanesulfonyl-α-D-glucofuranose 
• 79697-99-7 2-Methyl-1,3-diphenyl-propane-2-sulfonic acid (3aR,5R,6S,6aR)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester 
• 177949-07-4 5-O-benzoyl-1,2-di-O-acetyl-3-O-methanesulfonyl-α/β-D-xylofuranose 
• 190003-75-9 5-O-benzoyl-1,2-O-isopropylidene-3-O-methylsulfonyl-α-D-xylofuranose 
• 61135-41-9 3-O-methylsulfonyl-D-glucose 
• 79710-59-1 2-Phenyl-ethanesulfonic acid (3aR,5R,6S,6aR)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester 
• 18685-18-2 3-O-benzyl-1,2-5,6-O-diisopropylidene-α-D-glucofuranose 
• 79697-97-5 1,3-Diphenyl-propane-2-sulfonic acid (3aR,5R,6S,6aR)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester 
• 40631-95-6 O³-Mesyl-D-glucose 

Relevant articles and documents

Synthesis and Olefination Reactions of an α-Enal from Diacetone Glucose

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Synthesis of oligosaccharide mimetics with glycoaminoxy acids

From readily available di-O-isopropylidene-D-glucose, a Dribofuranoid glycoaminoxy acid and its τBu ester have been efficiently prepared as a new family of sugar building blocks by introducing the phthallmido aminoxy group by a Mitsunobu reaction. We found that the τBu ester can be selectively deprotected with 13.7% TFA in CH2Cl2 at 0°C in the pres-ence of the 1,2-O-isopropylldene acetal. This selective deprotection has made possible the synthesis of homo-oligomers of glycoaminoxy acids (up to six sugar units) as a novel type of oligosaccharide mimetics,

Study of stereoselectivity in organometallic additions to 1,2-O-isopropylidene-O-R-α-D-xylopentodialdo-1,4-furanose

Diastereofacial selectivity of the addition of organometallic reagents to 1,2-O-isopropylidene-O-R-α-D-xylopentodialdo-44-furanose (6) was studied.