2,3,4,6-Tetra-O-acetyl-1-S-acetyl-1-thio-alpha-D-glucopyranose | CAS No. 62860-10-0
2,3,4,6-Tetra-O-acetyl-1-S-acetyl-1-thio-alpha-D-glucopyranose
Basic Information
CAS Number
62860-10-0
Molecular Formula
C16H22O10S
Molecular Weight
406.41 g/mol
AD
Chemical Classification
Basic Physical Properties
Synonyms & References
English
- SCHEMBL9162738
- DTXSID801228524
- [(2R,3R,4S,5R,6R)-3,4,5-TRIS(ACETYLOXY)-6-(ACETYLSULFANYL)OXAN-2-YL]METHYL ACETATE
- 62860-10-0
- 1-Thio-alpha-D-glucopyranose pentaacetate
- ALPHA-D-PENTAACETATETHIO GLUCOPYRANOSE
- [(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-acetylsulfanyloxan-2-yl]methyl acetate
- alpha-D-Glucopyranose, 1-thio-, 1,2,3,4,6-pentaacetate
- alpha-D-Glucopyranose, 1-thio-, pentaacetate
- (2R,3R,4S,5R,6R)-2-(Acetoxymethyl)-6-(acetylthio)tetrahydro-2H-pyran-3,4,5-triyl triacetate
- 2,3,4,6-tetra-O-acetyl-1-S-acetyl-1-thio-alpha-D-glucopyranose
- a-D-Glucopyranose, 1-thio-,pentaacetate (9CI)
- 2,3,4,6-Tetra-O-acetyl-1-S-acetyl-1-thio-a-D-glucopyranose
MDL Number
MFCD11977655
FAQ
What are the physical and chemical properties of 2,3,4,6-Tetra-O-acetyl-1-S-acetyl-1-thio-alpha-D-glucopyranose (CAS: 62860-10-0)?
2,3,4,6-Tetra-O-acetyl-1-S-acetyl-1-thio-alpha-D-glucopyranose (CAS: 62860-10-0) is a crystalline white powder with a high molecular weight of approximately 632.65 g/mol. It is poorly soluble in water but soluble in organic solvents like ethanol and acetone. Chemically, it is highly reactive due to its multiple acetyl and thioether groups, making it suitable for various chemical reactions in organic synthesis. It is often used as a protective group in carbohydrate chemistry.
How is 2,3,4,6-Tetra-O-acetyl-1-S-acetyl-1-thio-alpha-D-glucopyranose (CAS: 62860-10-0) typically synthesized?
2,3,4,6-Tetra-O-acetyl-1-S-acetyl-1-thio-alpha-D-glucopyranose (CAS: 62860-10-0) is typically synthesized through a series of acetylation and thioetherification steps. The acetylation is usually catalyzed by acetic anhydride and a Lewis acid such as aluminum trichloride. The thioetherification involves the reaction of the acetylated glucopyranose with a thiol compound, often catalyzed by a base like sodium hydride. The synthetic route is known for its high selectivity and yield, making it a valuable intermediate in carbohydrate chemistry.
What industries use 2,3,4,6-Tetra-O-acetyl-1-S-acetyl-1-thio-alpha-D-glucopyranose (CAS: 62860-10-0)?
2,3,4,6-Tetra-O-acetyl-1-S-acetyl-1-thio-alpha-D-glucopyranose (CAS: 62860-10-0) is used primarily in the pharmaceutical and polymer industries. It serves as a protective group in carbohydrate chemistry, facilitating the synthesis of complex glycosides for drug development. Additionally, it finds applications in the preparation of novel polymers and in the development of chemical sensors due to its unique functional groups.
What precautions should be taken when handling 2,3,4,6-Tetra-O-acetyl-1-S-acetyl-1-thio-alpha-D-glucopyranose (CAS: 62860-10-0)?
When handling 2,3,4,6-Tetra-O-acetyl-1-S-acetyl-1-thio-alpha-D-glucopyranose (CAS: 62860-10-0), it is crucial to wear appropriate personal protective equipment (PPE) including gloves, goggles, and a lab coat. Operations should be conducted in a fume hood to avoid inhalation or skin contact. In case of a spill, neutralize the area with a suitable base and clean up using absorbent materials. Always refer to the Safety Data Sheet (SDS) for detailed emergency response procedures and storage guidelines.
Related Compounds
![N-(2-Methoxyphenyl)-N-[(4-methylphenyl)sulfonyl]-beta-alanine structure](https://static.chemtradehub.com/structs/103/103687-96-3-8086.webp "N-(2-Methoxyphenyl)-N-[(4-methylphenyl)sulfonyl]-beta-alanine structure")
N-(2-Methoxyphenyl)-N-[(4-methylphenyl)sulfonyl]-beta-alanine
CAS Number:
103687-96-3
Molecular Formula:
C17H19NO5S
![5'-O-[Bis(4-methoxyphenyl)(phenyl)methyl]cytidine structure](https://static.chemtradehub.com/structs/112/112897-99-1-d1f4.webp "5'-O-[Bis(4-methoxyphenyl)(phenyl)methyl]cytidine structure")
5'-O-[Bis(4-methoxyphenyl)(phenyl)methyl]cytidine
CAS Number:
112897-99-1
Molecular Formula:
C30H31N3O7
![(3S,4R)-3-Hydroxy-2,2-dimethyl-4-[(3-oxo-1-cyclopenten-1-yl)oxy]-6-chromanecarbonitrile structure](https://static.chemtradehub.com/structs/121/121055-10-5-583d.webp "(3S,4R)-3-Hydroxy-2,2-dimethyl-4-[(3-oxo-1-cyclopenten-1-yl)oxy]-6-chromanecarbonitrile structure")
(3S,4R)-3-Hydroxy-2,2-dimethyl-4-[(3-oxo-1-cyclopenten-1-yl)oxy]-6-chromanecarbonitrile
CAS Number:
121055-10-5
Molecular Formula:
C17H17NO4
![Methyl 5-chloropyrazolo[1,5-a]pyrimidine-2-carboxylate structure](https://static.chemtradehub.com/structs/126/1263059-26-2-d6da.webp "Methyl 5-chloropyrazolo[1,5-a]pyrimidine-2-carboxylate structure")
Methyl 5-chloropyrazolo[1,5-a]pyrimidine-2-carboxylate
CAS Number:
1263059-26-2
Molecular Formula:
C8H6ClN3O2
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