Cas no 4356-82-5 (Methyl2,3,4-tris-O-(phenylmethyl)-b-D-glucopyranosiduronicacid)
Methyl 2,3,4-tris-O-(phenylmethyl)-β-D-glucopyranosiduronic acid is a protected derivative of glucuronic acid, commonly utilized in synthetic organic chemistry and glycosylation studies. The phenylmethyl (benzyl) groups provide steric and electronic protection for the hydroxyl functionalities, enhancing stability during complex reactions. This compound serves as a key intermediate in the synthesis of oligosaccharides, glycoconjugates, and other biologically relevant molecules. Its β-configuration ensures selective reactivity in glycosidic bond formation, while the methyl ester at the anomeric position offers additional control in further modifications. The product is particularly valuable in carbohydrate chemistry for its predictable reactivity and compatibility with a range of protecting group strategies.
4356-82-5 structure
Product Name:Methyl2,3,4-tris-O-(phenylmethyl)-b-D-glucopyranosiduronicacid
CAS No:4356-82-5
MF:C28H30O7
MW:478.533608913422
CID:44975
PubChem ID:92045657
Update Time:2025-06-09
Methyl2,3,4-tris-O-(phenylmethyl)-b-D-glucopyranosiduronicacid Chemical and Physical Properties
Names and Identifiers
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- Methyl 2,3,4-tris-O-(phenylmethyl)-beta-D-glucopyranosiduronic acid
- Methyl 2,3,4-tris-O-(phenylmethyl)-β-D-glucopyranosiduronic acid
- 1-O-methyl-2,3,4-tri-O-benzyl-β-D-glucopyranosiduronic acid
- 1-O-Methyl-2,3,4-tri-O-benzyl-β-D-glucopyranuronsaeure
- Methyl 2,3,4-tris-O-(phenylmethyl)- b-D-glucopyranosiduronic acid
- Glucopyranosiduronicacid, methyl 2,3,4-tri-O-benzyl-, b-D- (7CI,8CI)
- (2S,3S,4S,5R,6R)-3,4,5-Tris(benzyloxy)-6-methoxytetrahydro-2H-pyran-2-carboxylic acid
- 4356-82-5
- (2S,3S,4S,5R,6R)-6-methoxy-3,4,5-tris(phenylmethoxy)oxane-2-carboxylic acid
- Methyl2,3,4-tris-O-(phenylmethyl)-b-D-glucopyranosiduronicacid
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- Inchi: 1S/C28H30O7/c1-31-28-26(34-19-22-15-9-4-10-16-22)24(33-18-21-13-7-3-8-14-21)23(25(35-28)27(29)30)32-17-20-11-5-2-6-12-20/h2-16,23-26,28H,17-19H2,1H3,(H,29,30)/t23-,24-,25-,26+,28+/m0/s1
- InChI Key: YNRUVHJHQXLZGX-YYDZWWTMSA-N
- SMILES: O1[C@H]([C@@H]([C@H]([C@@H]([C@H]1C(=O)O)OCC1C=CC=CC=1)OCC1C=CC=CC=1)OCC1C=CC=CC=1)OC
Computed Properties
- Exact Mass: 478.19900
- Monoisotopic Mass: 478.199
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 1
- Hydrogen Bond Acceptor Count: 7
- Heavy Atom Count: 35
- Rotatable Bond Count: 11
- Complexity: 610
- 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
- Topological Polar Surface Area: 83.4A^2
- XLogP3: 3.7
Experimental Properties
- Density: 1.25
- Boiling Point: 626.2 °C at 760 mmHg
- Flash Point: 205.5 °C
- Refractive Index: 1.602
- PSA: 83.45000
- LogP: 4.19850
Methyl2,3,4-tris-O-(phenylmethyl)-b-D-glucopyranosiduronicacid Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| TRC | M237050-2.5mg |
Methyl2,3,4-tris-O-(phenylmethyl)-b-D-glucopyranosiduronicacid |
4356-82-5 | 2.5mg |
$ 200.00 | 2022-06-04 | ||
| TRC | M237050-5mg |
Methyl2,3,4-tris-O-(phenylmethyl)-b-D-glucopyranosiduronicacid |
4356-82-5 | 5mg |
$ 370.00 | 2022-06-04 | ||
| TRC | M237050-10mg |
Methyl2,3,4-tris-O-(phenylmethyl)-b-D-glucopyranosiduronicacid |
4356-82-5 | 10mg |
$ 585.00 | 2022-06-04 |
Methyl2,3,4-tris-O-(phenylmethyl)-b-D-glucopyranosiduronicacid Related Literature
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Bidyut Kumar Kundu,Rinky Singh,Ritudhwaj Tiwari,Debasis Nayak New J. Chem., 2019,43, 4867-4877
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J. M. Granadino-Roldán,M. Fernández-Gómez,A. Navarro,T. Pe?a Ruiz,U. A. Jayasooriya Phys. Chem. Chem. Phys., 2004,6, 1133-1143
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3. An autonomous self-optimizing flow machine for the synthesis of pyridine–oxazoline (PyOX) ligands?Eric Wimmer,Daniel Cortés-Borda,Solène Brochard,Elvina Barré,Charlotte Truchet,Fran?ois-Xavier Felpin React. Chem. Eng., 2019,4, 1608-1615
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Juan J. Sánchez,Miguel López-Haro,Juan C. Hernández-Garrido,Ginesa Blanco,Miguel A. Cauqui,José M. Rodríguez-Izquierdo,José A. Pérez-Omil,José J. Calvino,María P. Yeste J. Mater. Chem. A, 2019,7, 8993-9003
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Eunhak Lim,Jiyoung Heo,Seong Keun Kim Nanoscale, 2019,11, 11369-11378
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