150608-11-0

Basic information

• Product Name: methyl 1,2,3,4-tetra-O-benzoyl-β-D-glucopyranuronate
• Synonyms: methyl 1,2,3,4-tetra-O-benzoyl-β-D-glucopyranuronate
• CAS NO: 150608-11-0
• Molecular Weight: 624.601
• Mol File: 150608-11-0.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: methyl 1,2,3,4-tetra-O-benzoyl-β-D-glucopyranuronate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 1,2,3,4-tetra-O-benzoyl-β-D-glucopyranuronate(150608-11-0)
• EPA Substance Registry System: methyl 1,2,3,4-tetra-O-benzoyl-β-D-glucopyranuronate(150608-11-0)

Safety Data

• Hazardous Substances Data: 150608-11-0(Hazardous Substances Data)

Upstream product

• 533934-74-6 (2S,3S,4S,5R,6R)-1-methyl-3,4,5,6-tetra-hydroxy-tetrahydro-2H-pyran-methylester 
• 98-88-4 benzoyl chloride 
• 82228-14-6 methyl D-glucopyranuronate 
• 67-56-1 methanol 
• 63-29-6 D-glucurono-6,3-lactone 

Downstream Products

• 103674-69-7 methyl 2,3,4-tri-O-benzoyl-1-bromo-1-deoxy-α-D-glucopyranuronate 
• 169557-99-7 2,3,4-tri-O-benzoyl-1-deoxy-1-(2,2,2-trichloro-1-iminoethoxy)-α-D-glucopyranuronate, methyl ester 
• 548477-88-9 methyl (2,3,4-tri-O-benzoyl-α-D-glucopyranosyluronate) 
• 34096-83-8 1-(18β-glycyrrhet-3-yl)-β-D-glucopyranuronic acid 
• 1174889-94-1 (2S,3S,4S,5R,6S)-3,4,5-tris(benzoyloxy)-6-methoxytetrahydro-2H-pyran-2-carboxylic acid 

Relevant articles and documents

Synthesis of glucuronic acid derivatives via the efficient and selective removal of a C6 methyl group

This investigation is related to the development of a general strategy for the synthesis of certain glucuronic acid derivatives. In particular, we report exceptionally selective conditions for removing the C6 methyl protecting group by potassium hydroxide

Preparation method and medical application of sulfanilamide compound with coumarin and glycosyl structure

The invention belongs to the technical field of medicines, and relates to a sulfanilamide compound with coumarin and glycosyl structures as well as a preparation method and application thereof. The sulfanilamide compound is shown as the general formula I, and the definition of substituent groups in the general formula (1) is shown in the specification. The compound provided by the invention has the effects of inhibiting the activity of carbonic anhydrase IX, further inhibiting the growth of tumor cells and anti-tumor metastasis and invasion. The compound structurally has three active fragments, namely sulfanilamide, glucuronic acid and coumarin, and can form various acting forces such as coordinate bonds, hydrogen bonds and Van der Waals force with Zn in the carbonic anhydrase IX, a hydrophilic region and a hydrophobic region, so that the catalytic activity of the enzyme is inhibited, the effects of anti-tumor growth and metastasis invasion are exerted, and has potential application in the aspect of antitumor drugs.

Chemical synthesis method of glycyrrtinic acid 3-O-mono-beta-D-glucuronide (GAMG)

The invention discloses a chemical synthesis method of glycyrrtinic acid 3-O-mono-beta-D-glucuronide (GAMG), and belongs to the fields of organic synthesis, medicinal chemistry, and food science. Abundant and cheap glycyrrhetinic acid is taken as the primary raw material, and GAMG is simply and easily synthesized by following five steps: carboxyl to benzyl ester conversion, glycosidation between C3 hydroxyl groups and a fully benzoylated methyl glucuronate glycosyl donor, methyl removal, benzoyl removal, and benzyl removal. The raw materials and reagents are cheap, the reaction conditions aremild, the operation is simple, the yield is good, and the GAMG chemical synthesis method is feasible.