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3068-32-4 molecular structure
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[(2R,3S,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-bromooxan-2-yl]methyl acetate

ChemBase ID: 92225
Molecular Formular: C14H19BrO9
Molecular Mass: 411.19926
Monoisotopic Mass: 410.02124419
SMILES and InChIs

SMILES:
Br[C@H]1O[C@@H]([C@H](OC(=O)C)[C@H](OC(=O)C)[C@H]1OC(=O)C)COC(=O)C
Canonical SMILES:
CC(=O)OC[C@H]1O[C@H](Br)[C@@H]([C@H]([C@H]1OC(=O)C)OC(=O)C)OC(=O)C
InChI:
InChI=1S/C14H19BrO9/c1-6(16)20-5-10-11(21-7(2)17)12(22-8(3)18)13(14(15)24-10)23-9(4)19/h10-14H,5H2,1-4H3/t10-,11+,12+,13-,14+/m1/s1
InChIKey:
CYAYKKUWALRRPA-HTOAHKCRSA-N

Cite this record

CBID:92225 http://www.chembase.cn/molecule-92225.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
[(2R,3S,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-bromooxan-2-yl]methyl acetate
IUPAC Traditional name
[(2R,3S,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-bromooxan-2-yl]methyl acetate
Synonyms
2,3,4,6-Tetra-O-acetyl-α-D-galactopyranosyl bromide
Acetobromo-α-D-galactose
2,3,4,6-Tetra-O-acetyl-a-D-galactopyranosyl bromide
Acetobromo-α-D-Galactose
Acetobromogalactose
Bromo 2,3,4,6-Tetra-O-acetyl-α-D-galactopyranoside
Acetobromo-a-D-galactose
Bromo-2,3,4,6-tetra-O-acetyl-alpha-D-galactopyranose
CAS Number
3068-32-4
MDL Number
MFCD00063686
Beilstein Number
96671
PubChem SID
24845060
162078923
24891250
PubChem CID
2734143

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
H Acceptors H Donor
LogD (pH = 5.5) -0.3887714  LogD (pH = 7.4) -0.3887714 
Log P -0.3887714  Molar Refractivity 78.8836 cm3
Polarizability 32.837383 Å3 Polar Surface Area 114.43 Å2
Rotatable Bonds Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
Dichloromethane expand Show data source
Apperance
White Crystalline Solid expand Show data source
Melting Point
82-83°C expand Show data source
Optical Rotation
[α]20/D +205±10°, c = 3% in chloroform expand Show data source
Storage Condition
-20°C Freezer, Under Inert Atmosphere expand Show data source
European Hazard Symbols
Irritant Irritant (Xi) expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Risk Statements
36/37/38 expand Show data source
Safety Statements
26-36 expand Show data source
GHS Pictograms
GHS07 expand Show data source
GHS Signal Word
Warning expand Show data source
GHS Hazard statements
H315-H319-H335 expand Show data source
GHS Precautionary statements
P261-P305 + P351 + P338 expand Show data source
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves expand Show data source
Storage Temperature
-20°C expand Show data source
Purity
≥90% (AT) expand Show data source
≥93% (TLC) expand Show data source
95+% expand Show data source
Grade
technical expand Show data source
Certificate of Analysis
Download expand Show data source
Contains
~1% CaCO3 as stabilizer expand Show data source
1% CaCO3 as stabilizer expand Show data source
Shipped in
dry ice expand Show data source
wet ice expand Show data source
Empirical Formula (Hill Notation)
C14H19BrO9 expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich TRC TRC
Sigma Aldrich - A7562 external link
Application
2,3,4,6-Tetra-O-acetyl-α-D-galactopyranosyl bromide is used as an organic condensation reagent for chemistries such as N- and S- galactosylation reactions and the synthesis of spacer-equipped phosphorylated di-, tri- and tetrasaccharide fragments of the O-specific polysaccharides.
Sigma Aldrich - 00525 external link
Other Notes
Galactose derivative used for the β-galactosylation of alcohols (Königs-Knorr synthesis)1,2; Preparation of tri-O-acetylgalactal3
Toronto Research Chemicals - B687000 external link
Temperature and moisture sensitive; Store in freezer; Stabilized with 2% CaCO3

REFERENCES

REFERENCES

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PATENTS

PATENTS

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INTERNET

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