5239-09-8

Basic information

• Product Name: 6-O-(2-O,3-O,4-O-Triacetyl-6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranose tetraacetate
• Synonyms: 6-O-(2-O,3-O,4-O-Triacetyl-6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranose tetraacetate
• CAS NO: 5239-09-8
• Molecular Formula: C₂₆H₃₆O₁₇
• Molecular Weight: 620.55384
• Mol File: 5239-09-8.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 6-O-(2-O,3-O,4-O-Triacetyl-6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranose tetraacetate(CAS DataBase Reference)
• NIST Chemistry Reference: 6-O-(2-O,3-O,4-O-Triacetyl-6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranose tetraacetate(5239-09-8)
• EPA Substance Registry System: 6-O-(2-O,3-O,4-O-Triacetyl-6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranose tetraacetate(5239-09-8)

Safety Data

• Hazardous Substances Data: 5239-09-8(Hazardous Substances Data)

Usage

Uses

β-Heptaacetylrutinose is an intermediate in synthesizing Isorhoifolin (I819700), a naturally occurring flavonoid that was shown to exhibit potential antidiabetic, antihyperlipidemic and antioxidant effects.

Upstream product

• 37074-90-1 1,2,3,4-tetra-O-acetyl-6-O-trityl-β-D-glucopyranose 
• 75512-98-0 Acetic acid (3aR,5S,6S,7R,7aR)-6-acetoxy-2-ethylsulfanyl-2,5-dimethyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran-7-yl ester 
• 153-18-4 rutin 
• 108-24-7 acetic anhydride 
• 26184-96-3 rutinose 

Downstream Products

• 26184-96-3 rutinose 
• 552-74-9 6-O-β-L-rhamnopyranosyl-D-glucose 
• 88510-08-1 2-phenylethyl O-α-L-rhamnopyranosyl-(1→6)-β-D-glucopyranoside 
• 88510-10-5 1′-O-benzyl-α-L-rhamnopyranosyl-(1″→6′)-β-D-glucopyranoside 
• 88510-13-8 phenylethyl 2,3,4-tri-O-acetyl-6-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-β-D-glucopyranoside 
• 88510-14-9 benzyl 2,3,4-tri-O-acetyl-6-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-β-D-glucopyranoside 
• 131284-00-9 Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-2-[1-methyl-1-(4-methyl-cyclohex-3-enyl)-ethoxy]-6-((2R,3R,4R,5S,6S)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-3-yl ester 
• 133097-96-8 (R,S)-α-terpinyl 6-O-(α-L-rhamnopyranosyl)-β-D-glucopyranoside 
• 84534-33-8 (R,S)-linalyl 6-O-α-L-rhamnopyranosyl-β-D-glucopyranoside 

Relevant articles and documents

Synthesis and antiglycation activity of kaempferol-3-o- rutinoside(Nicotiflorin)

Kaempferol-3-O-α-L-rhamanopyranosyl-(1″-6″) -β-D-glucopyranoside (1) (Nicotiflorin or kaempferol-3-Orutinoside), isolated from the aerial parts of Osyris wightiana Wall. ex Wight, has exhibited a potent antiglycation activity in vitro. A short and efficient route to kaempferol-3-O-rutinoside (1) is also described in this paper. To study the Structure-Activity Relationship (SAR), few other derivatives of kaempferol were also evaluated for their antiglycation activity. Moreover the cytotoxicity analysis was also performed for these compounds prepared and SAR studies showed that sugar derivatives of kaempferol possess a promising antiglycation activity.

SYNTHESIS OF 1,2-trans-DISACCHARIDES via SUGAR THIO-ORTHOESTERS

The reaction of sugar 1,2-thio-orthoesters in the D-gluco, D-galacto, D-manno, and L-rhamno series with primary and secondary trityl ethers of monosaccharides, in the presence of triphenylmethylium perchlorate as catalyst, affords, stereospecifically, derivatives of 1,2-trans-disaccharides in good yields. 4-Trityl ethers of benzyl 2-acetamido-3,6-di-O-acetyl-2-deoxy-α-D-glucopyranoside and methyl 2,3,6-tri-O-benzoyl-α-D-galactopyranoside exhibit low reactivity in glycosylation by thio-ortho-esters.A reaction scheme for the glycosylation is discussed.