Cas no 73464-50-3 (methyl (2S,3S,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-hydroxyoxane-2-carboxylate)
methyl (2S,3S,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-hydroxyoxane-2-carboxylate Chemical and Physical Properties
Names and Identifiers
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- b-D-Glucopyranuronic acid, methylester, 2,3,4-triacetate
- 2,3,4-TRI-O-ACETYL-BETA-D-GLUCURONIC ACID METHYL ESTER
- 2,3,4-Tri-O-acetyl-D-glucuronidemethylester
- methyl (2S,3S,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-hydroxyoxane-2-carboxylate
- 2,3,4-Triacetate-beta-D-glucopyranuronic acid methyl ester
- MFCD09750817
- AKOS027328049
- SCHEMBL6932536
- H10282
- AMY41593
- (2R,3R,4S,5S,6S)-2-Hydroxy-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate
- methyl (2S,3S,4S,5R,6R)-3,4,5-triacetyloxy-6-hydroxyoxane-2-carboxylate
- GS-6153
- 73464-50-3
- CS-0100746
- (2R,3R,4S,5S,6S)-2-Hydroxy-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyltriacetate
- PD131077
- Methyl 2,3,4-Tri-o-acetyl-beta-D-glucuronate
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- MDL： MFCD09750817
- Inchi： 1S/C13H18O10/c1-5(14)20-8-9(21-6(2)15)11(22-7(3)16)13(18)23-10(8)12(17)19-4/h8-11,13,18H,1-4H3/t8-,9-,10-,11+,13+/m0/s1
- InChI Key： CLHFNXQWJBTGBL-HKLXJQGRSA-N
- SMILES： O1[C@H]([C@@H]([C@H]([C@@H]([C@H]1C(=O)OC)OC(C)=O)OC(C)=O)OC(C)=O)O
Computed Properties
- Exact Mass: 334.08999677g/mol
- Monoisotopic Mass: 334.08999677g/mol
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 1
- Hydrogen Bond Acceptor Count: 10
- Heavy Atom Count: 23
- Rotatable Bond Count: 8
- Complexity: 487
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 5
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- XLogP3: -0.8
- Topological Polar Surface Area: 135?2
Experimental Properties
- Density: 1.4±0.1 g/cm3
- Boiling Point: 385.9±32.0 °C at 760 mmHg
- Flash Point: 187.2±25.1 °C
- PSA: 134.66000
- LogP: -1.32830
- Vapor Pressure: 0.0±0.9 mmHg at 25°C
methyl (2S,3S,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-hydroxyoxane-2-carboxylate Security Information
- Signal Word：warning
- Hazard Statement： H303+H313+H333
- Warning Statement： P264+P280+P305+P351+P338+P337+P313
- Safety Instruction： H303+H313+H333
- Storage Condition：storage at -4℃ (1-2weeks), longer storage period at -20℃ (1-2years)
methyl (2S,3S,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-hydroxyoxane-2-carboxylate Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| abcr | AB472196-1 g |
2,3,4-Triacetate-beta-D-glucopyranuronic acid methyl ester; . |
73464-50-3 | 1g |
€305.50 | 2023-07-18 | ||
| abcr | AB472196-5 g |
2,3,4-Triacetate-beta-D-glucopyranuronic acid methyl ester; . |
73464-50-3 | 5g |
€858.00 | 2023-07-18 | ||
| Alichem | A119001169-1g |
(2R,3R,4S,5S,6S)-2-Hydroxy-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate |
73464-50-3 | 97% | 1g |
$262.65 | 2023-09-01 | |
| Alichem | A119001169-5g |
(2R,3R,4S,5S,6S)-2-Hydroxy-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate |
73464-50-3 | 97% | 5g |
$745.00 | 2023-09-01 | |
| Chemenu | CM336239-25g |
2,3,4-Tri-o-acetyl-beta-d-glucuronic acid methyl ester |
73464-50-3 | 95%+ | 25g |
$*** | 2023-03-29 | |
| eNovation Chemicals LLC | D597205-1g |
2,3,4-Tri-O-acetyl-D-glucuronidemethylester |
73464-50-3 | 95% | 1g |
$228 | 2024-05-24 | |
| eNovation Chemicals LLC | D597205-5g |
2,3,4-Tri-O-acetyl-D-glucuronidemethylester |
73464-50-3 | 95% | 5g |
$528 | 2024-05-24 | |
| Chemenu | CM336239-25g |
2,3,4-Tri-o-acetyl-beta-d-glucuronic acid methyl ester |
73464-50-3 | 95%+ | 25g |
$873 | 2021-06-15 | |
| TRC | T767043-100mg |
2,3,4-Tri-O-acetyl-D-glucuronide methyl ester |
73464-50-3 | 100mg |
75.00 | 2021-07-16 | ||
| TRC | T767043-250mg |
2,3,4-Tri-O-acetyl-D-glucuronide methyl ester |
73464-50-3 | 250mg |
155.00 | 2021-07-16 |
methyl (2S,3S,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-hydroxyoxane-2-carboxylate Related Literature
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Gloria Belén Ramírez-Rodríguez,José Manuel Delgado-López,Jaime Gómez-Morales CrystEngComm, 2013,15, 2206-2212
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Gaurav J. Shah,Eric P.-Y. Chiou,Ming C. Wu,Chang-Jin “CJ” Kim Lab Chip, 2009,9, 1732-1739
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Eric Besson,Stéphane Gastaldi,Emily Bloch,Selma Aslan,Hakim Karoui,Olivier Ouari,Micael Hardy Analyst, 2019,144, 4194-4203
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A. B. F. da Silva,K. Capelle Phys. Chem. Chem. Phys., 2009,11, 4564-4569
Additional information on methyl (2S,3S,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-hydroxyoxane-2-carboxylate
Comprehensive Overview of Methyl (2S,3S,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-hydroxyoxane-2-carboxylate (CAS No. 73464-50-3)
Methyl (2S,3S,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-hydroxyoxane-2-carboxylate (CAS No. 73464-50-3) is a highly specialized organic compound with significant applications in pharmaceutical and biochemical research. This compound, often referred to as a sugar derivative, belongs to the class of carbohydrate esters, which are pivotal in drug development and glycoscience. Its unique stereochemistry and functional groups make it a valuable intermediate for synthesizing complex molecules, including glycosides and oligosaccharides.
The growing interest in natural product synthesis and biocatalysis has propelled the demand for compounds like methyl (2S,3S,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-hydroxyoxane-2-carboxylate. Researchers are particularly intrigued by its potential role in glycobiology, a field exploring the biological functions of carbohydrates. With the rise of personalized medicine and biopharmaceuticals, this compound's relevance in designing targeted therapies and drug delivery systems cannot be overstated.
From a structural perspective, the compound features a hexose backbone with multiple acetylated hydroxyl groups, enhancing its reactivity and solubility in organic solvents. This property is critical for enzymatic transformations and chemo-enzymatic synthesis, which are hot topics in green chemistry and sustainable manufacturing. Its stereospecificity also makes it a preferred choice for studies on chiral catalysis and asymmetric synthesis.
In the context of drug discovery, methyl (2S,3S,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-hydroxyoxane-2-carboxylate is often utilized to modify the pharmacokinetic properties of lead compounds. Its ability to act as a protecting group for sugars is particularly valuable in medicinal chemistry, where bioavailability and metabolic stability are key concerns. Recent advancements in AI-driven drug design have further highlighted its utility in virtual screening and molecular docking studies.
The compound's CAS No. 73464-50-3 is frequently searched in academic and industrial databases, reflecting its importance in high-throughput screening and combinatorial chemistry. As the scientific community shifts toward precision medicine, the demand for such high-purity intermediates is expected to grow. Additionally, its compatibility with microwave-assisted synthesis and flow chemistry techniques aligns with the industry's push for process intensification.
In summary, methyl (2S,3S,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-hydroxyoxane-2-carboxylate (CAS No. 73464-50-3) is a versatile and indispensable tool in modern chemistry and life sciences. Its applications span from glycoconjugate vaccine development to biomaterial engineering, making it a compound of enduring interest in both academia and industry.
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