2-Acetamido-2-deoxy-β-D-glucopyranosylamine - ≥97%(HPLC) , CAS No.4229-38-3

CAS: 4229-38-3 Cat. No.: A170285 Molecular Weight: 220.22

GRADE & PURITY ≥97%(HPLC)

Synonyms

N-[(2R,3R,4R,5S,6R)-2-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide | 2-Acetamido-2-deoxy- | C01239 | N-[2-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]ethanamide | .beta.-D-ribo-Hexopyranose, 1,6-anhydro-3-deoxy-2-S-methyl-4-O-(phenylmethyl)

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

Product Application:

Used mainly for the synthesis of various 1-N-acyl derivatives which model the N-glycosylamine linkage of glycoproteins. 

Specifications

Synonyms

N-[(2R, 3R, 4R, 5S, 6R)-2-amino-4, 5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide | 2-Acetamido-2-deoxy- | C01239 | N-[2-amino-4, 5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]ethanamide | .beta.-D-ribo-Hexopyranose, 1, 6-anhydro-3-deoxy-2-S-methyl-4-O-(phenylmethyl)

Specifications & Purity

≥97%(HPLC)

Storage

Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

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

Purity

≥97%(HPLC)

Names and Identifiers

• Canonical Smiles: CC(=O)NC1C(N)OC(CO)C(O)C1O
• IUPAC Name: N-[(2R,3R,4R,5S,6R)-2-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
• InChIKey: MCGXOCXFFNKASF-FMDGEEDCSA-N
• INCHI: 1S/C8H16N2O5/c1-3(12)10-5-7(14)6(13)4(2-11)15-8(5)9/h4-8,11,13-14H,2,9H2,1H3,(H,10,12)/t4-,5-,6-,7-,8-/m1/s1
• Isomeric SMILES: CC(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@H]1N)CO)O)O
• Molecular Weight: 220.22
• Reaxy-Rn: 59867282
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=59867282&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Class Organooxygen compounds
      • Subclass Carbohydrates and carbohydrate conjugates
        • Level5 Monosaccharides
          • Level6 Hexoses

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Class: Organooxygen compounds
• Subclass: Carbohydrates and carbohydrate conjugates
• Intermediate Tree Nodes: Monosaccharides
• Direct Parent: Hexoses
• Alternative Parents: Oxanes Acetamides Secondary carboxylic acid amides Secondary alcohols Hemiaminals Oxacyclic compounds Primary alcohols Organopnictogen compounds Organic oxides Monoalkylamines Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: Hexose monosaccharide - Oxane - Acetamide - Carboxamide group - Hemiaminal - Secondary alcohol - Secondary carboxylic acid amide - Carboxylic acid derivative - Oxacycle - Organoheterocyclic compound - Hydrocarbon derivative - Organonitrogen compound - Primary aliphatic amine - Organic oxide - Organopnictogen compound - Alcohol - Organic nitrogen compound - Primary alcohol - Carbonyl group - Aliphatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as hexoses. These are monosaccharides in which the sugar unit is a is a six-carbon containing moeity.
• External Descriptors: glucosaminylamine

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

• Sensitivity: Moisture sensitive
• Melt Point(°C): 60 °C
• Molecular Weight: 220.220 g/mol
• XLogP3: -2.000
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 220.106 Da
• Monoisotopic Mass: 220.106 Da
• Topological Polar Surface Area: 125.000 Ų
• Heavy Atom Count: 15
• Formal Charge: 0
• Complexity: 237.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 5
• 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