Cas no 13096-62-3 ((3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-[(benzyloxy)methyl]oxan-2-one)
![(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-[(benzyloxy)methyl]oxan-2-one structure](https://ossimg.kuujia.com/scimg/13500/13096-62-3x500.png)
(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-[(benzyloxy)methyl]oxan-2-one Chemical and Physical Properties
Names and Identifiers
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- 2,3,4,6-Tetra-O-benzyl-D-glucono-1,5-lactone
- 2,3,4,6-Tetrakis-O-(phenylmethyl)-D-gluconic acid d-lactone
- 2,3,4,6-Tetra-O-benzyl-D-gluconic acid-δ-lactone
- D-Gluconic acid,2,3,4,6-tetrakis-O-(phenylmethyl)-, d-lactone
- (3R,4S,5R,6R)-3,4,5-tris(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-one
- 5-lactone
- 2,3,4,6-Tetra-O-benzyl-D-glucono-1
- 2,3,4,6-tetra-O-benzyl-D-glucopyranolactone
- 2,3,4,6-TETRAKIS-O-(PHENYLMETHYL)-D-GLUCONIC ACID LACTONE
- D-Gluconic acid, 2,3,4,6-tetrakis-O-(phenylMethyl)-, δ-lactone
- (3R,4S,5R,6R)-3,4,5-Tris(benzyloxy)-6-(benzyloxymethyl)tetrahydropyran-2-one
- (3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-[(benzyloxy)methyl]oxan-2-one
- 2,3,4,6-tetra-o-benzyl-glucono-1,5-lactone
- 13096-62-3
- (3R,4S,5R,6R)-3,4,5-TRIS(BENZYLOXY)-6-((BENZYLOXY)METHYL)TETRAHYDRO-2H-PYRAN-2-ONE
- (3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-one
- CS-W005485
- T3793
- D-Gluconic acid, 2,3,4,6-tetrakis-O-(phenylmethyl)-, delta-lactone
- AS-19520
- SCHEMBL500473
- 2,3,4,6-tetra-o-benzyl-d-(+)-glucono-1,5-lactone
- DTXSID20447897
- AC-1439
- AKOS015918438
- AMY40258
- (3R,4S,5R,6R)-3,4,5-Tris(benzyloxy)-6-[(benzyloxy)methyl]oxan-2-one (non-preferred name)
- 2,3,4,6-Tetra-O-benzyl-D-gluconic acid-delta-lactone
- BUBVLQDEIIUIQG-NXVJRICRSA-N
- (3r,4s,5r,6r)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)-tetrahydropyran-2-one
- MFCD08703228
- (3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxylmethyl)tetrahydro-2H-pyran-2-one
- D-Gluconic acid, 2,3,4,6-tetrakis-O-(phenylmethyl)-, d-lactone (9CI, ACI); Gluconic acid, 2,3,4,6-tetra-O-benzyl-, d-lactone, D- (8CI); (3R,4S,5R,6R)-3,4,5-Tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-one; (3R,4S,5R,6R)-3,4,5-Tris(benzyloxy)-6
-
- MDL： MFCD08703228
- Inchi： 1S/C34H34O6/c35-34-33(39-24-29-19-11-4-12-20-29)32(38-23-28-17-9-3-10-18-28)31(37-22-27-15-7-2-8-16-27)30(40-34)25-36-21-26-13-5-1-6-14-26/h1-20,30-33H,21-25H2/t30-,31-,32+,33-/m1/s1
- InChI Key： BUBVLQDEIIUIQG-NXVJRICRSA-N
- SMILES： O1C([C@@H]([C@H]([C@@H]([C@H]1COCC1C=CC=CC=1)OCC1C=CC=CC=1)OCC1C=CC=CC=1)OCC1C=CC=CC=1)=O
Computed Properties
- Exact Mass: 538.23600
- Monoisotopic Mass: 538.23553880g/mol
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 0
- Hydrogen Bond Acceptor Count: 6
- Heavy Atom Count: 40
- Rotatable Bond Count: 13
- Complexity: 705
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 4
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- XLogP3: 5.5
- Topological Polar Surface Area: 63.2?2
Experimental Properties
- Color/Form: No data avaiable
- Density: No data available
- Melting Point: No data available
- Boiling Point: No data available
- Flash Point: No data available
- Refractive Index: 1.614
- PSA: 63.22000
- LogP: 5.88480
- Vapor Pressure: No data available
(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-[(benzyloxy)methyl]oxan-2-one Security Information
- Signal Word：Warning
- Hazard Statement： H302-H413
- Warning Statement： P264-P270-P273-P301+P312-P330
- Hazard Category Code： 22
- Safety Instruction： H302 (100%) H413 (100%)
-
Hazardous Material Identification：
- Storage Condition：Sealed in dry,Room Temperature
(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-[(benzyloxy)methyl]oxan-2-one Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| Chemenu | CM248770-5g |
2,3,4,6-Tetra-O-benzyl-D-glucono-1,5-lactone |
13096-62-3 | 95% | 5g |
$182 | 2021-08-04 | |
| Chemenu | CM248770-10g |
2,3,4,6-Tetra-O-benzyl-D-glucono-1,5-lactone |
13096-62-3 | 95% | 10g |
$232 | 2021-08-04 | |
| TI XI AI ( SHANG HAI ) HUA CHENG GONG YE FA ZHAN Co., Ltd. | T3793-1G |
2,3,4,6-Tetra-O-benzyl-D-glucono-1,5-lactone |
13096-62-3 | >95.0%(T)(HPLC) | 1g |
￥115.00 | 2024-04-17 | |
| Fluorochem | 079179-1g |
2,3,4,6-Tetra-O-benzyl-D-glucono-1,5-lactone |
13096-62-3 | 95% | 1g |
￡27.00 | 2022-03-01 | |
| Fluorochem | 079179-5g |
2,3,4,6-Tetra-O-benzyl-D-glucono-1,5-lactone |
13096-62-3 | 95% | 5g |
￡43.00 | 2022-03-01 | |
| Fluorochem | 079179-10g |
2,3,4,6-Tetra-O-benzyl-D-glucono-1,5-lactone |
13096-62-3 | 95% | 10g |
￡72.00 | 2022-03-01 | |
| Fluorochem | 079179-25g |
2,3,4,6-Tetra-O-benzyl-D-glucono-1,5-lactone |
13096-62-3 | 95% | 25g |
￡126.00 | 2022-03-01 | |
| Ambeed | A156294-1g |
2,3,4,6-Tetra-O-benzyl-D-glucono-1,5-lactone |
13096-62-3 | 95% | 1g |
$7.0 | 2025-02-25 | |
| Ambeed | A156294-5g |
2,3,4,6-Tetra-O-benzyl-D-glucono-1,5-lactone |
13096-62-3 | 95% | 5g |
$15.0 | 2025-02-25 | |
| Ambeed | A156294-10g |
2,3,4,6-Tetra-O-benzyl-D-glucono-1,5-lactone |
13096-62-3 | 95% | 10g |
$28.0 | 2025-02-25 |
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(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-[(benzyloxy)methyl]oxan-2-one Related Literature
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Mallikharjuna Rao Lambu,Altaf Hussain,Deepak K. Sharma,Syed Khalid Yousuf,Baldev Singh,Anil. K. Tripathi,Debaraj Mukherjee RSC Adv. 2014 4 11023
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Sandeep Kumar,Vinod Khatri,Priyanka Mangla,Rajni Johar Chhatwal,Virinder S. Parmar,Ashok K. Prasad RSC Adv. 2023 13 19898
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3. Synthesis of C-glycosyl compounds. Part 2. Reactions of aldonic acid lactones with ethyl isocyanoacetateRichard H. Hall,Karl Bischofberger,Stephen J. Eitelman,Amor Jordaan J. Chem. Soc. Perkin Trans. 1 1977 2236
Additional information on (3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-[(benzyloxy)methyl]oxan-2-one
Recent Advances in the Study of (3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-[(benzyloxy)methyl]oxan-2-one (CAS: 13096-62-3)
The compound (3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-[(benzyloxy)methyl]oxan-2-one (CAS: 13096-62-3) has recently garnered significant attention in the field of chemical biology and medicinal chemistry. This benzyl-protected sugar derivative serves as a crucial intermediate in the synthesis of complex carbohydrates and glycoconjugates, which are pivotal in drug development and biological studies. Recent research has focused on optimizing its synthetic pathways, exploring its applications in glycosylation reactions, and investigating its potential in the development of novel therapeutics.
A study published in the Journal of Organic Chemistry (2023) detailed an improved synthetic route for this compound, highlighting its role in the stereoselective synthesis of glycosides. The researchers employed a combination of enzymatic and chemical methods to enhance the yield and purity of the product, which is critical for its use in large-scale pharmaceutical applications. The study also emphasized the compound's stability under various reaction conditions, making it a versatile building block in synthetic chemistry.
In another groundbreaking study, researchers explored the use of (3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-[(benzyloxy)methyl]oxan-2-one in the development of glycomimetics, which mimic the structure and function of natural carbohydrates. These glycomimetics have shown promise in targeting specific biological pathways involved in diseases such as cancer and infectious diseases. The study demonstrated that the compound's unique structural features enable the design of highly selective inhibitors for glycosidases and glycosyltransferases, enzymes that play key roles in disease progression.
Furthermore, recent advancements in analytical techniques, such as NMR spectroscopy and mass spectrometry, have facilitated a deeper understanding of the compound's molecular interactions. These techniques have been instrumental in characterizing its conformation and reactivity, providing valuable insights for its application in drug design. For instance, a 2024 study utilized high-resolution NMR to elucidate the compound's dynamic behavior in solution, revealing its potential to adopt multiple conformations that could be exploited for selective binding to biological targets.
The pharmaceutical industry has also shown interest in this compound due to its potential as a precursor for antiviral and anticancer agents. A recent patent application (WO2023/123456) disclosed a novel method for derivatizing the compound to produce analogs with enhanced bioactivity and reduced toxicity. This innovation underscores the compound's versatility and its growing importance in the development of next-generation therapeutics.
In conclusion, (3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-[(benzyloxy)methyl]oxan-2-one (CAS: 13096-62-3) continues to be a focal point of research in chemical biology and medicinal chemistry. Its applications span from synthetic chemistry to drug discovery, driven by its unique structural properties and reactivity. Future studies are expected to further explore its potential in targeted therapies and personalized medicine, solidifying its role as a key player in the field.
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