33012-50-9

Basic information

• Product Name: HEPTA-O-ACETYL-BETA-MALTOSYL AZIDE
• Synonyms: HEPTA-O-ACETYL-BETA-MALTOSYL AZIDE;HEPTA-O-ACETYL-CELLOBIOSYL-BETA-AZIDE;HEPTA-O-ACETYL-CELLOBIOSYL-BETHA-AZIDE 99%;Hepta-o-acetyl-cellobiosyl-betha-azide;D-b-Heptaacetocellobiosyl azide;Hepta-O-acetyl-b-maltosylazide;Hepta-O-acetyl-cellobiosyl-beta-azide,99%;2,3,6,2',3',4',6'-Hepta-O-acetyl-b-D-cellobiosyl azide
• CAS NO: 33012-50-9
• Molecular Formula: C₂₆H₃₅N₃O₁₇
• Molecular Weight: 661.57
• Mol File: 33012-50-9.mol
• Article Data: 21

Chemical Properties

• Melting Point: 175°C
• Boiling Point: 683.42°C (rough estimate)
• Appearance: /
• Density: 1.4822 (rough estimate)
• Refractive Index: 1.7120 (estimate)
• CAS DataBase Reference: HEPTA-O-ACETYL-BETA-MALTOSYL AZIDE(CAS DataBase Reference)
• NIST Chemistry Reference: HEPTA-O-ACETYL-BETA-MALTOSYL AZIDE(33012-50-9)
• EPA Substance Registry System: HEPTA-O-ACETYL-BETA-MALTOSYL AZIDE(33012-50-9)

Safety Data

• Hazardous Substances Data: 33012-50-9(Hazardous Substances Data)

Usage

Chemical Properties

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Upstream product

• 14227-66-8 acetobromocellobiose 
• 20764-63-0 β-cellobioseoctaacetate 
• 5346-90-7 α-D-cellobiose octaacetate 
• 70223-96-0 2,2',3,3',4',6,6'-hepta-O-acetyl-β-D-cellobiosyl bromide 
• 13360-52-6 Cellobiose 
• 14227-65-7 2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-α-D-glucopyranosyl chloride 
• 69308-57-2 Acetic acid (3R,4S,5R,6R)-3-acetoxy-6-acetoxymethyl-2-bromo-5-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester 
• 5328-50-7 D-cellobiose octaacetate 
• 4648-54-8 trimethylsilylazide 

Downstream Products

• 1169393-36-5 2,2',3,3',6-penta-O-acetyl-6'-O-tosyl-1-azido-β-D-cellobiose 
• 1169393-37-6 2,3,6,2′,3′,4′-hexa-O-acetyl-6′-O-tosyl-1-azido-β-D-cellobiose 
• 1619940-52-1 N-{(S)-2-[(diphenylphosphino)methyl]-pyrrolidyne}-N'-(2,3,6,2',3',4',6'-hexa-O-acetyl-β-D-cellobiose)urea 
• 1619940-62-3 N-[2-(diphenylphosphino)ethyl]-N'-(2,3,6,2',3',4',6'-hexa-O-acetyl-β-D-cellobiose)urea 
• 1619940-60-1 N-[(1S,2S)-2-(diphenylphosphino)-1,2-diphenylethyl]-N'-(2,3,6,2',3',4',6'-hexa-O-acetyl-β-D-cellobiose)urea 
• 1619940-58-7 N-[(2S,4S)-(-)-4-diphenylphosphino-2-(diphenylphosphinomethyl)pyrrolidyne]-N'-(2,3,6,2',3',4',6'-hexa-O-acetyl-β-D-cellobiose)urea 
• 1619940-55-4 N-[(R)-8-(diphenylphosphino)-1,2,3,4-tetrahydronaphtalene]-N'-(2,3,6,2',3',4',6'-hexa-O-acetyl-β-Dcellobiose)urea 
• 851211-12-6 1-deoxy-1-(4-phenyl-1,2,3-triazolyl)-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2,3,6-tetra-O-acetyl-β-D-glucopyranose 

Relevant articles and documents

Glycopolymers via catalytic chain transfer polymerisation (CCTP), Huisgens cycloaddition and thiol-ene double click reactions

CCTP has been used to give alkyne-functional macromonomers which are subsequently functionalised with sugar azides and thiols, using both CuAAC and thiol-ene Michael addition reactions, to yield end-functionalised glycopolymers in a convenient manner. The

Convenient synthesis of long alkyl-chain triazolylglycosides using ionic liquid as dual promoter-solvent: Readily access to non-ionic triazolylglycoside surfactants for evaluation of cytotoxic activity

A convenient method for the one-pot synthesis of long alkyl-chain triazolylglycosides using ionic liquid as dual promoter and solvent is described via a sequential one-pot two-step glycosidation-CuAAc click reaction. The reaction was carried out using commercially available substrates, including glycosyl bromides, sodium azide and various long alkyl-chain alkynes to achieve the corresponding products in moderate to high yields. Furthermore, this approach was successfully applied for the preparation of non-ionic monocatenary triazolylglycoside surfactants in excellent yields through simple deacetylation. Subsequently, these surfactants were further evaluated for their cytotoxic activity.

AuBr3-catalyzed azidation of per-O-acetylated and per-O-benzoylated sugars

Herein we report, for the first time, the successful anomeric azidation of per-O-acetylated and per-O-benzoylated sugars by catalytic amounts of oxophilic AuBr3 in good to excellent yields. The method is applicable to a wide range of easily accessible per-Oacetylated and per-O-benzoylated sugars. While reaction with per-O-acetylated and per-O-benzoylated monosaccharides was complete within 1-3 h at room temperature, the per-O-benzoylated disaccharides needed 2-3 h of heating at 55°C.

Synthesis of new saccharide azacrown cryptands

Abstract New cryptands including bis-azacrown and saccharidic moieties in their structure were prepared in several steps by applying Staudinger-aza-Wittig reaction (SAW). Syntheses have been started from cheap, easily available commercial compounds such as D-glucose, D-cellobiose and D-lactose subsequently transformed into their derivatives in fairly good yields (60-65%) and suitable to give desired final cryptands by direct SAW coupling reactions.