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ChemicalBook >  Product Catalog >  Biochemical Engineering >  Saccharides >  Monosaccharide >  2,3,4,6-TETRA-O-PIVALOYL-ALPHA-D-GLUCOPYRANOSYL BROMIDE

2,3,4,6-TETRA-O-PIVALOYL-ALPHA-D-GLUCOPYRANOSYL BROMIDE

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2,3,4,6-TETRA-O-PIVALOYL-ALPHA-D-GLUCOPYRANOSYL BROMIDE Basic information

Product Name:
2,3,4,6-TETRA-O-PIVALOYL-ALPHA-D-GLUCOPYRANOSYL BROMIDE
Synonyms:
  • 2,3,4,6-TETRA-O-PIVALOYL-ALPHA-D-GLUCOPYRANOSYL BROMIDE
  • TETRAKIS(2,2-DIMETHYLPROPANOATE)-A-D-GLUCOPYRANOSYL BROMIDE
  • TETRA-O-PIVALOYL-ALPHA-D-GLUCOPYRANOSYL BROMIDE
  • 2,3,4,6-Tetra-O-pivaloyl-a-D-glucopyranosyl bromide (stabilised with CaCO3)
  • [(2S,3S,4S,5R,6S)-6-broMo-3,4,5-tris(2,2-diMethylpropanoyloxy)tetrahydropyran-2-yl]Methyl2,2-diMethylpropanoate
  • 2,3,4,6-Tetra-O-pivaloyl-a-D-glucopyranosylbromide
  • (2R,3R,4S,5R,6R)-2-BroMo-6-((pivaloyloxy)Methyl)tetrahydro-2H-pyran-3,4,5-triyl tris(2,2-diMethylpropanoate)
  • Canagliflozin Intermediate3
CAS:
81058-27-7
MF:
C26H43BrO9
MW:
579.53
EINECS:
686-241-8
Product Categories:
  • SGLT2
  • substrate
  • Canagliflozin intermediate
Mol File:
81058-27-7.mol
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2,3,4,6-TETRA-O-PIVALOYL-ALPHA-D-GLUCOPYRANOSYL BROMIDE Chemical Properties

Melting point:
147-148°C
Boiling point:
530.5±50.0 °C(Predicted)
Density 
1.22±0.1 g/cm3(Predicted)
vapor pressure 
0-0Pa at 20-25℃
storage temp. 
Inert atmosphere,2-8°C
solubility 
Chloroform (Sparingly)
form 
Solid
color 
White to Off-White
Stability:
Light Sensitive, Moisture Sensitive
InChIKey
BSDBCYHGMPHOAL-WPECYLAMNA-N
SMILES
O([C@@H]1[C@H](O[C@H](Br)[C@H](OC(=O)C(C)(C)C)[C@H]1OC(=O)C(C)(C)C)COC(=O)C(C)(C)C)C(=O)C(C)(C)C |&1:1,2,4,6,14,r|
LogP
7.2 at pH7
CAS DataBase Reference
81058-27-7
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
HS Code 
2932990090
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2,3,4,6-TETRA-O-PIVALOYL-ALPHA-D-GLUCOPYRANOSYL BROMIDE Usage And Synthesis

Uses

Tetra-O-pivaloyl-α-D-glucopyranosyl Bromide was used in the preparation of glucosylated monoterpenoids rhodiolosides A and D.

Uses

K?nigs-Knorr glycosyl donor with considerably lower tendency to form orthoester side products during glycosylation than the traditional acetobromoglucose

Uses

2,3,4,6-TETRA-O-PIVALOYL-ALPHA-D-GLUCOPYRANOSYL BROMIDE was used in the preparation of glucosylated monoterpenoids rhodiolosides A and D.

2,3,4,6-TETRA-O-PIVALOYL-ALPHA-D-GLUCOPYRANOSYL BROMIDESupplier

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