Acetobromo-α-D-glucuronic acid methyl ester - ≥93% , CAS No.21085-72-3

CAS: 21085-72-3 Cat. No.: A121071 Molecular Weight: 397.17 Beilstein Registry Number: 96281 EC Number: 244-203-4

GRADE & PURITY ≥93%

Synonyms

methyl (2S,3S,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-bromooxane-2-carboxylate | alpha-D-Glucopyranuronic acid, 1-bromo-1-deoxy-, methyl ester, triacetate | H10617 | Acetobromo-alpha-D-glucuronic acid methyl ester, >=93% | AKOS016010256 | GWTNLHGTLIBHHZ-SVNGYHJ

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

Acetobromo-α-D-glucuronic acid methyl ester is used for the synthesis of HMR1098-S-Glucuronide Methyl Ester, a new K-ATP-blocking agent being developed as a drug for prevention of sudden cardiac death.

Specifications

Synonyms

methyl (2S, 3S, 4S, 5R, 6R)-3, 4, 5-tris(acetyloxy)-6-bromooxane-2-carboxylate | alpha-D-Glucopyranuronic acid, 1-bromo-1-deoxy-, methyl ester, triacetate | H10617 | Acetobromo-alpha-D-glucuronic acid methyl ester, >=93% | AKOS016010256 | GWTNLHGTLIBHHZ-SVNGYHJ

Specifications & Purity

≥93%

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

≥93%

Names and Identifiers

• Canonical Smiles: CC(=O)OC1C(C(OC(C1OC(=O)C)Br)C(=O)OC)OC(=O)C
• IUPAC Name: methyl (2S,3S,4S,5R,6R)-3,4,5-triacetyloxy-6-bromooxane-2-carboxylate
• InChIKey: GWTNLHGTLIBHHZ-SVNGYHJRSA-N
• INCHI: 1S/C13H17BrO9/c1-5(15)20-8-9(21-6(2)16)11(13(18)19-4)23-12(14)10(8)22-7(3)17/h8-12H,1-4H3/t8-,9-,10+,11-,12-/m0/s1
• Isomeric SMILES: CC(=O)O[C@H]1[C@@H]([C@H](O[C@@H]([C@@H]1OC(=O)C)Br)C(=O)OC)OC(=O)C
• WGK Germany: 3
• Molecular Weight: 397.17
• Beilstein: 96281
• Reaxy-Rn: 15428956
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=15428956&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Class Organooxygen compounds
      • Subclass Carbohydrates and carbohydrate conjugates
        • Level5 Sugar acids and derivatives
          • Level6 Glucuronic acid derivatives

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Class: Organooxygen compounds
• Subclass: Carbohydrates and carbohydrate conjugates
• Intermediate Tree Nodes: Sugar acids and derivatives
• Direct Parent: Glucuronic acid derivatives
• Alternative Parents: Tetracarboxylic acids and derivatives Pyrans Oxanes Methyl esters Oxacyclic compounds Dialkyl ethers Organobromides Organic oxides Hydrocarbon derivatives Carbonyl compounds Alkyl bromides
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: Glucuronic acid or derivatives - Tetracarboxylic acid or derivatives - Oxane - Pyran - Methyl ester - Carboxylic acid ester - Carboxylic acid derivative - Dialkyl ether - Ether - Oxacycle - Organoheterocyclic compound - Alkyl halide - Alkyl bromide - Organic oxide - Hydrocarbon derivative - Organohalogen compound - Organobromide - Carbonyl group - Aliphatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as glucuronic acid derivatives. These are compounds containing a glucuronic acid moiety (or a derivative), which consists of a glucose moiety with the C6 carbon oxidized to a carboxylic acid.
• 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

• Sensitivity: Moisture Sensitive,Heat Sensitive
• Specific Rotation[α]: 195° (C=1,ethyl acetate)
• Melt Point(°C): 80-110°C
• Molecular Weight: 397.170 g/mol
• XLogP3: 0.600
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 8
• Exact Mass: 396.006 Da
• Monoisotopic Mass: 396.006 Da
• Topological Polar Surface Area: 114.000 Ų
• Heavy Atom Count: 23
• Formal Charge: 0
• Complexity: 492.000
• 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