| Identification | Back Directory | [Name]
2,3,4,6-TETRA-O-PIVALOYL-ALPHA-D-GLUCOPYRANOSYL BROMIDE | [CAS]
81058-27-7 | [Synonyms]
EOS-61173
Empagliflozin Impurity 66
Canagliflozin Intermediate3
per-O-pivaloyl-±-D-glucopyranosyl bromide
Tetra-O-pivaloyl-α-D-glucopyranosyl Bromide
TETRA-O-PIVALOYL-ALPHA-D-GLUCOPYRANOSYL BROMIDE
2,3,4,6-Tetra-O-pivaloyl-a-D-glucopyranosylbromide
2,3,4,6-Tetra-O-pivaloyl-α-D-glucopytanosyl bromide
2,3,4,6-Tetra-O-pivaloyl-a-D-glucopytanosyl bromide
2,3,4,6-Tetra-O-Pivaloyl-α-D-Glucopyranosyl Bromide
α-D-glucopyranosyl bromide, 2,3,4,6-tetra-O-pivaloyl
2,3,4,6-TETRA-O-PIVALOYL-ALPHA-D-GLUCOPYRANOSYL BROMIDE
4. 2,3,4,6-Tetra-O-pivaloyl-alpha-D-glucopyranosyl broMide
TETRAKIS(2,2-DIMETHYLPROPANOATE)-A-D-GLUCOPYRANOSYL BROMIDE
2,3,4,6-Tetra-O-pivaloyl-alpha-D-glucopyranosyl bromide >=90% (TLC)
α-D-Glucopyranosyl bromide, 2,3,4,6-tetrakis(2,2-dimethylpropanoate)
2,3,4,6-Tetra-O-pivaloyl-alpha-D-glucopyranosyl bromide (Related Reference)
2,3,4,6-Tetra-O-pivaloyl-a-D-glucopyranosyl bromide (stabilised with CaCO3)
(2R,3R,4S,5R,6R)-2-Bromo-6-((pivaloyloxy)methyl)tetrahydro-2H-pyran-3,4,5-triyl tris(2,2-dimet
[(2R,3R,4S,5R,6R)-6-bromo-3,4,5-tris[(2,2-dimethylpropanoyl)oxy]oxan-2-yl]methyl 2,2-dimethylpropanoate
(2R,3R,4S,5R,6R)-2-BroMo-6-((pivaloyloxy)Methyl)tetrahydro-2H-pyran-3,4,5-triyl tris(2,2-diMethylpropanoate)
[(2S,3S,4S,5R,6S)-6-broMo-3,4,5-tris(2,2-diMethylpropanoyloxy)tetrahydropyran-2-yl]Methyl2,2-diMethylpropanoate | [EINECS(EC#)]
686-241-8 | [Molecular Formula]
C26H43BrO9 | [MDL Number]
MFCD08275217 | [MOL File]
81058-27-7.mol | [Molecular Weight]
579.52 |
| Questions And Answer | Back Directory | [Synthesis]
Using ALPHA-D-glucose as a raw material, after reacting with pivaloyl chloride to protect all hydroxyl groups, it is then reacted with zinc bromide and trimethylbromosilane at -10℃ to generate intermediate tetrapivaloyl-D-bromopyranose. A small amount of thionyl chloride is added during the process of adding the protecting group, reducing the amount of pivaloyl chloride by half without affecting the yield. The yields of both steps are above 82%, and the overall yield is greater than 67%. 
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| Chemical Properties | Back Directory | [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. ]
2-8°C | [solubility ]
Chloroform (Sparingly) | [form ]
Solid | [color ]
White to Off-White | [Optical Rotation]
[α]/D 152.0±3.0°, c =3 in chloroform | [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 |
| Hazard Information | Back Directory | [Uses]
2,3,4,6-TETRA-O-PIVALOYL-ALPHA-D-GLUCOPYRANOSYL BROMIDE was used in the preparation of glucosylated monoterpenoids rhodiolosides A and D.
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| Company Name: |
J & K SCIENTIFIC LTD.
|
| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
Energy Chemical
|
| Telephone: |
400-0056266 |
| Website: |
www.energy-chemical.com |
| Company Name: |
Jia Xing Isenchem Co.,Ltd
|
| Telephone: |
0573-85285100 18627885956 |
| Website: |
https://www.chemicalbook.com/ShowSupplierProductsList14265/0_EN.htm |
| Company Name: |
T&W GROUP
|
| Telephone: |
021-61551611 13296011611 |
| Website: |
www.trustwe.com/ |
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