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6-O-TRIPHENYLMETHYL-ALPHA-D-GLUCOPYRANOSE

Product Name
6-O-TRIPHENYLMETHYL-ALPHA-D-GLUCOPYRANOSE
CAS No.
54325-28-9
Chemical Name
6-O-TRIPHENYLMETHYL-ALPHA-D-GLUCOPYRANOSE
Synonyms
6-O-Trityl-α-D-glucopyranose;6-O-TRITYL-ALPHA-D-GLUCOPYRANOSE;6-O-(Triphenylmethyl)-α-D-glucopyranose;6-O-TRIPHENYLMETHYL-ALPHA-D-GLUCOPYRANOSE;α-D-Glucopyranose, 6-O-(triphenylmethyl)-;(2S,3R,4S,5S,6R)-6-((Trityloxy)methyl)tetrahydro-2H-pyran-2,3,4,5-tetraol
CBNumber
CB42451905
Molecular Formula
C25H26O6
Formula Weight
422.47
MOL File
54325-28-9.mol
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6-O-TRIPHENYLMETHYL-ALPHA-D-GLUCOPYRANOSE Property

Boiling point:
595.6±50.0 °C(Predicted)
Density 
1.332±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
pka
12.09±0.70(Predicted)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

American Custom Chemicals Corporation
Product number
CRB0005076
Product name
6-O-TRIPHENYLMETHYL-ALPHA-D-GLUCOPYRANOSE
Purity
95.00%
Packaging
5MG
Price
$503.93
Updated
2021/12/16
Ambeed
Product number
A476635
Product name
(2S,3R,4S,5S,6R)-6-((Trityloxy)methyl)tetrahydro-2H-pyran-2,3,4,5-tetraol
Purity
95+%
Packaging
100mg
Price
$62
Updated
2021/12/16
Ambeed
Product number
A476635
Product name
(2S,3R,4S,5S,6R)-6-((Trityloxy)methyl)tetrahydro-2H-pyran-2,3,4,5-tetraol
Purity
95+%
Packaging
250mg
Price
$93
Updated
2021/12/16
Ambeed
Product number
A476635
Product name
(2S,3R,4S,5S,6R)-6-((Trityloxy)methyl)tetrahydro-2H-pyran-2,3,4,5-tetraol
Purity
95+%
Packaging
1g
Price
$229
Updated
2021/12/16
Crysdot
Product number
CD70000961
Product name
(2S,3R,4S,5S,6R)-6-((Trityloxy)methyl)tetrahydro-2H-pyran-2,3,4,5-tetraol
Purity
95+%
Packaging
250mg
Price
$230
Updated
2021/12/16
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6-O-TRIPHENYLMETHYL-ALPHA-D-GLUCOPYRANOSE Chemical Properties,Usage,Production

Synthesis

50-99-7

76-83-5

54325-28-9

The general procedure for the synthesis of (2S,3R,4S,5S,6R)-6-((triphenylmethoxy)methyl)tetrahydro-2H-pyran-2,3,4,5-tetraol from D-anhydrous glucose and triphenylmethyl chloride was as follows: D-anhydrous glucose (5 g; 0.0277 mol) was suspended in pyridine (50 mL), followed by addition of triphenylmethyl chloride. The reaction mixture was stirred at 80 °C for about 4 hours. The progress of the reaction was monitored by thin layer chromatography (TLC) using dichloromethane: methanol (85:15) as the unfolding agent. Upon completion of the reaction, the reaction was quenched with water (100 mL) and extracted with dichloromethane (150 mL x 2). The organic layers were combined, washed with saturated aqueous sodium bicarbonate and dried over anhydrous sodium sulfate. The solvent was subsequently removed using a rotary evaporator. The target product (2S,3R,4S,5S,6R)-6-((triphenylmethoxy)methyl)tetrahydro-2H-pyran-2,3,4,5-tetraol (10.3 g; 88% yield) was finally obtained by milling the crude product with a hexane:ether mixture (100 mL) to remove residual triphthaloyl chloride and pyridine. The structure of the product was confirmed by LC-MS and the molecular ion peak (M+) was observed to be 446 amu.

References

[1] Patent: WO2007/54977, 2007, A2. Location in patent: Page/Page column 21
[2] Patent: KR101595939, 2016, B1. Location in patent: Paragraph 0102-0103

6-O-TRIPHENYLMETHYL-ALPHA-D-GLUCOPYRANOSE Preparation Products And Raw materials

Raw materials

Preparation Products

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6-O-TRIPHENYLMETHYL-ALPHA-D-GLUCOPYRANOSE Suppliers

Shanghai Changyan Chem & Tech Co., Ltd.
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