Phenyl 4,6-O-Benzylidene-1-thio-β-D-glucopyranoside - ≥98% , CAS No.87508-17-6

CAS: 87508-17-6 Cat. No.: P160233 Molecular Weight: 360.42 PubChem CID: 9820270

GRADE & PURITY ≥98%

Synonyms

(2R,4aR,6S,7R,8R,8aS)-2-Phenyl-6-(phenylthio)hexahydropyrano[3,2-d][1,3]dioxine-7,8-diol | Phenyl 4,6-O-Benzylidene-1-thio-beta-D-glucopyranoside

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Application

This is a protected glucopyranoside useful as a building block for synthesis of complex carbohydrates. The compound has β-phenylthio and 4,6-benzylidene protecting groups.

Specifications

Synonyms

(2R, 4aR, 6S, 7R, 8R, 8aS)-2-Phenyl-6-(phenylthio)hexahydropyrano[3, 2-d][1, 3]dioxine-7, 8-diol | Phenyl 4, 6-O-Benzylidene-1-thio-beta-D-glucopyranoside

Specifications & Purity

≥98%

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%

Names and Identifiers

• Canonical Smiles: C1C2C(C(C(C(O2)SC3=CC=CC=C3)O)O)OC(O1)C4=CC=CC=C4
• IUPAC Name: (2R,4aR,6S,7R,8R,8aS)-2-phenyl-6-phenylsulfanyl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxine-7,8-diol
• InChIKey: BDNIQCYVYFGHSI-UPGMHYFXSA-N
• INCHI: 1S/C19H20O5S/c20-15-16(21)19(25-13-9-5-2-6-10-13)23-14-11-22-18(24-17(14)15)12-7-3-1-4-8-12/h1-10,14-21H,11H2/t14-,15-,16-,17-,18-,19+/m1/s1
• Isomeric SMILES: C1[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)SC3=CC=CC=C3)O)O)O[C@@H](O1)C4=CC=CC=C4
• PubChem CID: 9820270
• Molecular Weight: 360.42
• Reaxy-Rn: 3595305

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Class Organooxygen compounds
      • Subclass Carbohydrates and carbohydrate conjugates
        • Level5 Glycosyl compounds
          • Level6 Thioglycosides

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Class: Organooxygen compounds
• Subclass: Carbohydrates and carbohydrate conjugates
• Intermediate Tree Nodes: Glycosyl compounds
• Direct Parent: Thioglycosides
• Alternative Parents: Pyranodioxins Aryl thioethers Oxanes Monosaccharides Benzene and substituted derivatives 1,3-dioxanes Monothioacetals Secondary alcohols 1,2-diols Sulfenyl compounds Oxacyclic compounds Acetals Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: S-glycosyl compound - Pyranodioxin - Aryl thioether - Meta-dioxane - Monocyclic benzene moiety - Benzenoid - Monosaccharide - Oxane - Monothioacetal - 1,2-diol - Secondary alcohol - Oxacycle - Acetal - Organoheterocyclic compound - Sulfenyl compound - Hydrocarbon derivative - Alcohol - Organosulfur compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as thioglycosides. These are glycoside in which a sugar group is bonded through one carbon to another group via a S-glycosidic bond.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Slightly soluble in Chloroform
• Sensitivity: Heat Sensitive;Moisture sensitive
• Specific Rotation[α]: -45.5° (C=1,CHCl3)
• Melt Point(°C): 185 °C
• Molecular Weight: 360.400 g/mol
• XLogP3: 2.200
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 360.103 Da
• Monoisotopic Mass: 360.103 Da
• Topological Polar Surface Area: 93.500 Ų
• Heavy Atom Count: 25
• Formal Charge: 0
• Complexity: 424.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 6
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1