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
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
- 230850
- Product name
- 2,3,4,6-Tetra-O-acetyl-b-D-thiogalactopyranose
- Packaging
- 250mg
- Price
- $200
- 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
American Custom Chemicals Corporation
- Product number
- CRB0001274
- Product name
- 2,3,4,6-TETRA-O-ACETYL-1-THIO-BETA-D-GALACTOPYRANOSE
- Purity
- 95.00%
- Packaging
- 1G
- Price
- $1575
- 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
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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