20689-02-5

Basic information

• Product Name: BENZYL 2,3:5,6-DI-O-ISOPROPYLIDENE-ALPHA-D-MANNOFURANOSIDE
• Synonyms: Benzyl 2-O,3-O:5-O,6-O-diisopropylidene-α-D-mannofuranoside;PhenylMethyl 2,3:5,6-bis-O-(1-Methylethylidene)-α-D-Mannofuranoside;Benzyl 2,3:5,6-di-O-isopropylidene-alpha-D-mannofuranoside min. 98%
• CAS NO: 20689-02-5
• Molecular Formula: C₁₉H₂₆O₆
• Molecular Weight: 350.41
• Product Categories: Carbohydrates & Derivatives
• Mol File: 20689-02-5.mol
• Article Data: 13

Chemical Properties

• Melting Point: 54-55°C
• Boiling Point: 429.429°C at 760 mmHg
• Flash Point: 171.734°C
• Appearance: /
• Density: 1.22g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.548
• CAS DataBase Reference: BENZYL 2,3:5,6-DI-O-ISOPROPYLIDENE-ALPHA-D-MANNOFURANOSIDE(CAS DataBase Reference)
• NIST Chemistry Reference: BENZYL 2,3:5,6-DI-O-ISOPROPYLIDENE-ALPHA-D-MANNOFURANOSIDE(20689-02-5)
• EPA Substance Registry System: BENZYL 2,3:5,6-DI-O-ISOPROPYLIDENE-ALPHA-D-MANNOFURANOSIDE(20689-02-5)

Safety Data

• Hazardous Substances Data: 20689-02-5(Hazardous Substances Data)

Usage

Chemical Properties

White Needles

InChI:InChI=1/C19H26O6/c1-18(2)21-11-13(23-18)14-15-16(25-19(3,4)24-15)17(22-14)20-10-12-8-6-5-7-9-12/h5-9,13-17H,10-11H2,1-4H3/t13?,14-,15?,16-,17+/m1/s1

Upstream product

• 14642-79-6 benzyloxy-trimethylsilane 
• 94898-41-6 (3aS,4R,6R,6aS)-4-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-6-fluoro-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxole 
• 7757-38-2 2,3,5,6-di-O-isopropylidene-D-mannofuranose 
• 98-88-4 benzoyl chloride 
• 83050-15-1 N-(2,3:5,6-di-O-isopropylidene-β-D-mannofuranosyloxy)phtalimide 
• 100-51-6 benzyl alcohol 
• 100-39-0 benzyl bromide 
• 14131-84-1 2,3:5,6-di-O-isopropylidene-α-D-mannofuranose 
• 7757-38-2 2,3:5,6-di-O-isopropylidene-α-D-mannofuranose 
• 530-26-7 D-Mannose 
• 3458-28-4 D-Mannose 
• 100-44-7 benzyl chloride 

Downstream Products

• 1402155-06-9 C₁₆H₂₀N₂O₃ 
• 1402155-07-0 C₁₇H₂₃NO₄ 
• 1402155-08-1 C₁₈H₂₂N₂O₄ 
• 1402222-23-4 (3R,5R)-1-benzyl-3,4,5-trihydroxy-piperidine 
• 1402155-09-2 1-O-benzyl-5-benzylamino-5-cyano-5-deoxy-2,3-O-(1-methylethylidene)-β-L-erythro-pentofuranose 
• 1402155-10-5 1-O-benzyl-5-butylamino-5-cyano-5-deoxy-2,3-O-(1-methylethylidene)-β-L-erythro-pentofuranose 
• 13042-55-2 (3R,5R)-piperidine-3,4,5-triol 
• 1428265-72-8 C₃₀H₃₃N₄O₈S^(1-)*Na⁽¹⁺⁾ 
• 1428265-73-9 C₃₂H₃₇N₄O₉S^(1-)*Na⁽¹⁺⁾ 
• 1428265-74-0 C₃₃H₃₉N₄O₉S^(1-)*Na⁽¹⁺⁾ 
• 1428265-75-1 C₃₂H₃₇N₄O₁₀S^(1-)*Na⁽¹⁺⁾ 
• 196859-68-4 benzyl 2,3-O-isopropylidene-5,6-O-sulfuryl-α-D-mannofuranoside 
• 1428265-76-2 C₃₀H₃₄N₄O₅ 
• 1428265-77-3 C₃₂H₃₈N₄O₆ 

Relevant articles and documents

Design, synthesis and pharmacological evaluation of omeprazole-like agents with anti-inflammatory activity

A new series of novel benzimidazole derivatives containing substituted pyrid-2-yl moiety and polyhydroxy sugar conjugated to the N-benzimidazole moiety has been synthesized and evaluated as orally bioavailable anti-inflammatory agents with anti-ulcerogenic activity. The anti-inflammatory and anti-ulcerogenic activities of these compounds were compared to diclofenac and omeprazole, respectively. In carrageenan-induced paw oedema assay, 2-methyl-N-((3,4-dimethoxypyridin-2-yl)methyl)-1H-benzimidazol-5-amine (12d) and 1-(1,2,3,5-tetrahydroxy-α-d-mannofuranose)-5-(((3,4-dimethoxypyridin-2yl) methyl)amino)-2-methyl-1H-benzimidazole (15d) displayed dose-dependent anti-inflammatory activities by decreasing the inflammation by 62% and 72%, respectively which is comparable to that of diclofenac (73%). In contrast to diclofenac, the anti-inflammatory activity of these compounds was not only free from any side effects on the gastric mucosa but also showed significant anti-ulcerogenic activity in rat pyloric ligation and ethanol-induced gastric ulcer models similar to that of omeprazole. Together, these findings suggest that 12d and 15d are potent anti-inflammatory agents with concurrent anti-ulcerogenic activity and support its clinical promise as a component of therapeutic strategies for inflammation, for which the gastric side effects are always a major limitation.

Chemoenzymatic synthesis of C8-modified sialic acids and related α2-3- and α2-6-linked sialosides

Naturally occurring 8-O-methylated sialic acids, including 8-O-methyl-N-acetylneuraminic acid and 8-O-methyl-N-glycolylneuraminic acid, along with 8-O-methyl-2-keto-3-deoxy-d-glycero-d-galacto-nonulosonic acid (Kdn8Me) and 8-deoxy-Kdn were synthesized fro

An improved synthesis of a key intermediate for (+)-biotin from d-mannose

An efficient and reproducible process for the synthesis of methyl 2,3,4,5-tetradeoxy-7,8-O-isopropylidene-d-arabino-nanonate (2), a key intermediate in the total synthesis of (+)-biotin (1), starting from readily available d-mannose is described. The cruc