ChemicalBook > CAS DataBase List > 2,3,4,6-Tetra-O-acetyl-b-D-thiogalactopyranose

2,3,4,6-Tetra-O-acetyl-b-D-thiogalactopyranose

Product Name
2,3,4,6-Tetra-O-acetyl-b-D-thiogalactopyranose
CAS No.
50615-66-2
Chemical Name
2,3,4,6-Tetra-O-acetyl-b-D-thiogalactopyranose
Synonyms
Auranofin Impurity 3;2,3,4,6-Tetra-O-acetyl-β-D-thiogalactopyranose;2,3,4,6-Tetra-O-acetyl-b-D-thiogalactopyranose;b-D-Galactopyranose,1-thio-,2,3,4,6-tetraacetate;2,3,4,6-Tetra-O-acetyl-1-thio-β-D-galactopyranose;β-D-Galactopyranose, 1-thio-, 2,3,4,6-tetraacetate;2,3,4,6-Tetra-O-acetyl-1-thio-β-D-galactopyranoside;2,3,4,6-Tetra-O-acetyl-beta-D-1-thioglacatopyranoside;(2R,3S,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-sulfanyloxan-2-yl]methyl acetate;(2R,3S,4S,5R,6S)-2-(Acetoxymethyl)-6-mercaptotetrahydro-2H-pyran-3,4,5-triyl triacetate
CBNumber
CB11231354
Molecular Formula
C14H20O9S
Formula Weight
364.37
MOL File
50615-66-2.mol
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2,3,4,6-Tetra-O-acetyl-b-D-thiogalactopyranose Property

Melting point:
83 °C
Boiling point:
425.5±45.0 °C(Predicted)
Density 
1.31±0.1 g/cm3(Predicted)
storage temp. 
2-8°C
pka
8.42±0.70(Predicted)
Appearance
White to light yellow Solid
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

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

TRC
Product number
T283918
Product name
2,3,4,6-Tetra-O-acetyl-1-thio-β-D-galactopyranose
Packaging
100mg
Price
$45
Updated
2021/12/16
Usbiological
Product number
230850
Product name
2,3,4,6-Tetra-O-acetyl-b-D-thiogalactopyranose
Packaging
250mg
Price
$200
Updated
2021/12/16
TRC
Product number
T283918
Product name
2,3,4,6-Tetra-O-acetyl-1-thio-β-D-galactopyranose
Packaging
1g
Price
$240
Updated
2021/12/16
Usbiological
Product number
294837
Product name
2,3,4,6-Tetra-O-acetyl-b-D-thiogalactopyranose
Packaging
1g
Price
$952
Updated
2021/12/16
AK Scientific
Product number
6979AB
Product name
(2R,3S,4S,5R,6S)-2-(Acetoxymethyl)-6-mercaptotetrahydro-2H-pyran-3,4,5-triyltriacetate
Packaging
250mg
Price
$105
Updated
2021/12/16
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2,3,4,6-Tetra-O-acetyl-b-D-thiogalactopyranose Chemical Properties,Usage,Production

Synthesis

6806-56-0

19879-84-6

A method for synthesizing 1-thio-β-D-glucose tetraacetate comprising the steps of (1) dissolving a thioacetyl-protected sugar, a thiol and a weak base in an organic solvent to configure a mixed solution. This was done as follows: 2,3,4,6-tetra-O-acetyl-1-S-acetyl-β-D-galactopyranose (600 mg, 1.48 mmol) was used as the thioacetyl-protected sugar, L-cysteine methyl ester hydrochloride (254 mg, 1.48 mmol) was used as the thiol, triethylamine (0.2 mL, 1.48 mmol) was used as the weak base, dimethylformamide ( 14.8 mL) was the solvent. The molar ratio of thioacetyl-protected sugar to thiol was 1:1, and the molar ratio of thioacetyl-protected sugar to weak base was also 1:1, and the concentration of thioacetyl-protected sugar was 0.1 M. (2) The mixed solution obtained in step (1) was stirred and reacted for 1.5 h at room temperature. After completion of the reaction, extraction and purification operations were carried out: 50 mL of water was added to the reaction mixture, extracted with toluene (3 x 100 mL), the organic phases were combined, the organic phase was washed with saturated saline, followed by drying with anhydrous sodium sulfate, and finally concentrated under reduced pressure to obtain 517 mg of 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosylthiol in 96% yield.

References

[1] Green Chemistry, 2015, vol. 17, # 4, p. 2545 - 2551
[2] Patent: CN105418696, 2016, A. Location in patent: Paragraph 0056; 0057; 0058; 0059; 0060; 0061
[3] Angewandte Chemie - International Edition, 2004, vol. 43, # 29, p. 3818 - 3822
[4] Tetrahedron Letters, 2017, vol. 58, # 24, p. 2381 - 2384

2,3,4,6-Tetra-O-acetyl-b-D-thiogalactopyranose Preparation Products And Raw materials

Raw materials

Preparation Products

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2,3,4,6-Tetra-O-acetyl-b-D-thiogalactopyranose Suppliers

China 53 India 1 United Kingdom 2 United States 5 Global 61
A.J Chemicals
Tel
--
Fax
--
Email
sales@ajchem.in
Country
India
ProdList
6100
Advantage
58
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View Lastest Price from 2,3,4,6-Tetra-O-acetyl-b-D-thiogalactopyranose manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
2,3,4,6-Tetra-O-acetyl-b-D-thiogalactopyranose 50615-66-2
Price
US $0.00/G
Min. Order
10G
Purity
98%min
Supply Ability
30kg/month
Release date
2023-02-15

50615-66-2, 2,3,4,6-Tetra-O-acetyl-b-D-thiogalactopyranoseRelated Search:


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  • b-D-Galactopyranose,1-thio-,2,3,4,6-tetraacetate
  • 2,3,4,6-Tetra-O-acetyl-beta-D-1-thioglacatopyranoside
  • Auranofin Impurity 3
  • 2,3,4,6-Tetra-O-acetyl-β-D-thiogalactopyranose
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  • 2,3,4,6-Tetra-O-acetyl-1-thio-β-D-galactopyranose
  • 2,3,4,6-Tetra-O-acetyl-1-thio-β-D-galactopyranoside
  • (2R,3S,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-sulfanyloxan-2-yl]methyl acetate
  • 50615-66-2
  • Glycon Biochem