2871-15-0

Basic information

• Product Name: PH-ALPA-D-GAL
• Synonyms: PH-ALPA-D-GAL;PHENYL-ALPHA-D-GALACTOPYRANOSIDE;PHENYL-ALPHA-D-GALACTOSIDE
• CAS NO: 2871-15-0
• Molecular Formula: C₁₂H₁₆O₆
• Molecular Weight: 256.25
• Mol File: 2871-15-0.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: PH-ALPA-D-GAL(CAS DataBase Reference)
• NIST Chemistry Reference: PH-ALPA-D-GAL(2871-15-0)
• EPA Substance Registry System: PH-ALPA-D-GAL(2871-15-0)

Safety Data

• Hazardous Substances Data: 2871-15-0(Hazardous Substances Data)

Upstream product

• 18463-30-4 (2R,3S,4S,5R,6R)-2-(acetoxymethyl)-6-phenoxytetrahydro-2H-pyran-3,4,5-triyl triacetate 
• 2872-72-2 phenyl α-2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside 
• 83-87-4 β-D-mannopyranose pentaacetate 
• 108-95-2 phenol 
• 83-87-4 D-Mannose pentaacetate 
• 3068-32-4 1-bromo-2,3,4,6-tetra-O-acetyl-D-galactopyranose 
• 4163-60-4 β-D-galactose peracetate 
• 1259428-56-2 phenyl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranoside 

Downstream Products

• 119125-09-6 phenyl 4,6-O-benzylidene-2,3-dideoxy-3-C-nitro-2-C-p-tolylsulfonyl-α-D-mannopyranoside 
• 119125-05-2 phenyl 4,6-O-benzylidene-2,3-dideoxy-2-C-p-tolylsulfonyl-α-D-erythro-hex-2-enopyranoside 
• 119125-12-1 methyl 4,6-O-benzylidene-2-deoxy-3-O-methyl-2-C-p-tolylsulfonyl-α-D-allopyranoside 
• 119125-10-9 methyl 4,6-O-benzylidene-2-deoxy-3-O-methyl-2-C-p-tolylsulfonyl-α-D-altropyranoside 
• 119125-16-5 phenyl 4,6-O-benzylidene-2-deoxy-3-O-methyl-2-C-p-tolylsulfonyl-α-D-glucopyranosie 
• 119125-15-4 methyl 4,6-di-O-acetyl-2,3-dideoxy-2-C-p-tolylsulfonyl-α-D-xylo-hexopyranosie 
• 119125-11-0 methyl 4,6-O-benzylidene-2,3-dideoxy-2-C-p-tolylsulfonyl-α-D-erythro-hex-3-enopyranoside 
• 119125-06-3 1,5-anhydro-4,6-O-benzylidene-2-deoxy-3-O-methyl-2-C-p-tolylsulfonyl-D-ribo-hex-1-enitol 
• 119125-14-3 methyl 2,3-dideoxy-2-C-p-tolylsulfonyl-α-D-erythro-hexopyranosid-4-ulose 
• 119125-08-5 phenyl 4,6-O-benzylidene-2,3-dideoxy-3-C-nitro-α-D-erythro-hex-2-enopyranoside 
• 849938-02-9 phenyl 2,3,4-tri-O-benzyl-α-D-mannopyranoside 
• 357187-42-9 phenyl 6-O-acetyl-2,3,4-tri-O-benzyl-α-D-mannopyranoside 
• 878806-04-3 phenyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1->3)-2-O-benzyl-4,6-benzylidene-α-D-mannopyranoside 
• 878806-19-0 phenyl 2,3,4-tri-O-benzyl-6-O-trityl-α-D-mannopyranoside 

Relevant articles and documents

Phenyl glycosides – Solid-state NMR, X-ray diffraction and conformational analysis using genetic algorithm

The X-ray structures of 2,6-dimethylphenyl and phenyl 2,3,4,6-tetra-O-acetyl β-glucosides (1 and 3) and phenyl α-mannoside (6) were obtained. The independent part of the unit cell of the glycosides 1 and 6 was formed by one molecule, and for the glucoside 3, two molecules in the crystal cell were observed. In deacetylated glycosides 4 and 6 the crystal structure was established by a hydrogen bond network formed between the sugar hydroxyls and solvent molecules. The 13C CPMAS NMR spectra of aryl glycosides 1–6 were analysed. In the spectrum of 3, doubling of the C4 aryl signal was observed which confirmed the presence of two independent molecules in the solid sample. The GAAGS (Genetic Algorithm-Assisted Grid Search) method was used to determine the low-energy conformers of α-mannosides and β-glucosides. The orientation of the aryl pendant group was calculated using Molecular Mechanics (MMFF94) as well as Quantum Mechanics theory (DFT, B3LYP/6-31 + G(d,p)).

COMPOUNDS AND METHODS FOR TREATING BACTERIAL INFECTIONS

The present invention encompasses compounds and methods for treating urinary tract infections.

Stannic chloride promoted synthesis of mannosides

Use of anhyd.SnCl4 has been described for the synthesis of aryl, arylalkyl and alkyl α-D-mannopyranosides.A possible mechanism for the formation of α-anomer in these reactions is discussed.