65877-63-6

Basic information

• Product Name: 3-O-Benzyl-alpha-D-mannopyranose
• Synonyms: 3-O-Benzyl-alpha-D-mannopyranose;3-O-Benzyl-D-mannopyranoside;3-O-(PhenylMethyl)-α-D-Mannopyranose
• CAS NO: 65877-63-6
• Molecular Formula: C₁₃H₁₈O₆
• Molecular Weight: 270.27842
• Product Categories: 13C & 2H Sugars;Carbohydrates & Derivatives
• Mol File: 65877-63-6.mol
• Article Data: 25

Chemical Properties

• Boiling Point: 493.386°C at 760 mmHg
• Flash Point: 252.191°C
• Appearance: /
• Density: 1.409g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.612
• Solubility: Dichloromethane, Ethyl Acetate
• PKA: 12.05±0.70(Predicted)
• CAS DataBase Reference: 3-O-Benzyl-alpha-D-mannopyranose(CAS DataBase Reference)
• NIST Chemistry Reference: 3-O-Benzyl-alpha-D-mannopyranose(65877-63-6)
• EPA Substance Registry System: 3-O-Benzyl-alpha-D-mannopyranose(65877-63-6)

Safety Data

• Hazardous Substances Data: 65877-63-6(Hazardous Substances Data)

Usage

Chemical Properties

Amorphous White Powder

InChI:InChI=1/C13H18O6/c14-6-9-10(15)12(11(16)13(17)19-9)18-7-8-4-2-1-3-5-8/h1-5,9-17H,6-7H2/t9?,10-,11?,12+,13+/m1/s1

Upstream product

• 65827-58-9 1,2,4,6-tetra-O-acetyl-3-O-benzyl-α-D-mannopyranoside 
• 101475-83-6 3-O-benzyl-1,2;5,6-di-O-isopropylidene-α-D-glucofuranoside 
• 18685-18-2 3-O-benzyl-1,2:5,6-di-O-isopropylidene-D-glucofuranose 
• 100-39-0 benzyl bromide 
• 582-52-5 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 
• 52560-18-6 3-O-Benzyl-1,2;5,6-di-O-cyclohexyliden-α-D-allofuranose 
• 22331-21-1 1,2:5,6-di-O-isopropylidene-3-O-benzyl-α-D-allofuranose 
• 2847-00-9 1,2:5,6-di-O-isopropylidene-α-D-hexofuran-3-ulose 
• 14686-89-6 (1,2:5,6)-di-O-isopropylidene-D-gulose 
• 18685-18-2 3-O-benzyl-1,2:5,6-di-O-isopropylidene-β-L-idofuranose 
• 100-44-7 benzyl chloride 
• 350255-13-9 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 
• 492-62-6 alpha-D-glucopyranose 
• 582-52-5 1,2:5,6-diacetone-D-glucose 

Downstream Products

• 39686-94-7 1,2,4,6-tetra-O-acetyl-3-O-benzyl-β-D-glucopyranose 
• 103082-79-7 1,2,4,6-tetra-O-acetyl-3-O-benzyl-α-D-glucopyranose 
• 181228-44-4 1,2,4,6-tetra-O-benzoyl-3-O-benzyl-L-idopyranose 
• 187961-71-3 methyl 3-O-benzyl-β-D-mannopyranosyl-(1-4)-2,3,6-tri-O-benzoyl-α-D-glucopyranoside 
• 39686-94-7 3-O-benzyl-1,2,4,6-tetra-O-acetyl-D-glucopyranose 
• 1350649-52-3 3,6-anhydro-5-O-benzyl-2-deoxy-D-glycero-D-ido-octono-1,4-lactone 
• 1013644-41-1 3,6-anhydro-5-O-benzyl-2,7,8-trideoxy-D-ido-oct-7-enono-1,4-lactone 
• 1350649-53-4 (E)-3,6-anhydro-5-O-benzyl-2,7,8-trideoxy-8-C-nonyl-D-ido-oct-7-enono-1,4-lactone 
• 1350649-54-5 (E)-3,6-anhydro-5-O-benzyl-8-C-decyl-2,7,8-trideoxy-d-ido-oct-7-enono-1,4-lactone 
• 1393360-75-2 3-O-acetyl-2,6-anhydro-4-O-benzyl-5,7-O-p-methoxybenzylidene-1-O-triethylsilyl-D-glycero-D-gulo-heptitol 
• 1393360-91-2 4-O-acetyl-3,7-anhydro-5-O-benzyl-1,2-O-ditriethylsilyl-6,8-O-p-methoxybenzylidene-D-glycero-D-gulo-oct-1-enitol 
• 1393360-80-9 1-O-acetyl-2,6-anhydro-4-O-benzyl-5-O-p-methoxybenzyl-3-O-tert-butyldiphenylsilyl-D-glycero-D-gulo-heptitol 
• 1393360-81-0 3-O-acetyl-2,6-anhydro-4-O-benzyl-5-O-p-methoxybenzyl-1-O-tert-butyldiphenylsilyl-D-glycero-D-gulo-heptitol 
• 1393360-85-4 3-O-benzyl-1,6-O-diacetyl-2-O-(p-methoxybenzyl)-4-O-tert-butyldiphenylsilyl-α-L-glucopyranose 

Relevant articles and documents

Intercepted dehomologation of aldoses by N-heterocyclic carbene catalysis-a novel transformation in carbohydrate chemistry

The development of an N-heterocyclic carbene (NHC) catalysed intercepted dehomologation of aldoses is reported. The unique selectivity of NHCs for aldehydes is exploited in the complex context of reducing sugars. Examples of strong substrate governance for either intercepted dehomologation or a subsequent redox-lactonisation were identified and mechanistically understood. More importantly, it was shown that catalyst design allowed the tuning of the selectivity of the reaction with structurally unbiased starting materials towards either of the two scenarios.

Preparation method of clostridium bolteae surface capsular polysaccharide structure derivative

The invention discloses a preparation method of a clostridium bolteae surface capsular polysaccharide structure derivative and belongs to the field of sugar chemistry. The preparation method comprisesthe following steps: taking glucose as a glycosyl donor to obtain a target beta-glycosidic bond; then successfully synthesizing a disaccharide building block through an oxidization-reduction glucoseC-2 site method; then synthesizing a target oligosaccharide structure which takes the disaccharide building block as a repeating unit, such as the gram-positive bacterium surface capsular polysaccharide structure derivative [arrow3]-alpha-D-Manp-(1arrow4)-beta-D-Rhap-(1arrow]5-Linker. A reducing end of decaose is connected with a connecting arm and is used for connecting protein to form a glycoconjugate for carrying out immunology researches. The method provided by the invention has the advantages of simplicity, time saving, labor saving and low cost; the obtained clostridium bolteae surface capsular polysaccharide structure derivative is possibly used for developing and preparing medicine related to autism.

A carbohydrate-based approach for the total synthesis of (-)-dinemasone B, (+)-4a-epi-dinemasone B, (-)-7-epi-dinemasone B, and (+)-4a,7-di-epi-dinemasone B

(-)-Dinemasone B was isolated by Krohn and co-workers from a culture of the endophytic fungus Dinemasporium strigosum and has shown promising antimicrobial activity. Described herein is the first total synthesis of (-)-dinemasone B, (+)-4a-epi-dinemasone B, (-)-7-epi-dinemasone B, and (+)-4a,7-di-epi-dinemasone B. Their absolute configurations were also determined. The developed synthesis features a stereoselective reduction of C-glycosidic ketone, lactonization, and E-olefination of aldehyde starting from d-glucose.