Cas no 20031-21-4 ((3aR,5R,6S,6aR)-5-(hydroxymethyl)-2,2-dimethyl-tetrahydro-2H-furo[2,3-d][1,3]dioxol-6-ol)
(3aR,5R,6S,6aR)-5-(hydroxymethyl)-2,2-dimethyl-tetrahydro-2H-furo[2,3-d][1,3]dioxol-6-ol Chemical and Physical Properties
Names and Identifiers
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- (3aR,5R,6S,6aR)-5-(Hydroxymethyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol
- 1,2-O-Isopropylidene-alpha-D-xylofuranose
- 1,2-O-Isopropylidene-α-D-xylofuranose
- (3AR,5R,6S,6aR)-5-(Hydroxymethyl)-2,2-dimethyl-tetrahydrofuro[2,3-d][1,3]dioxol-6-ol
- 1,2-Di-O-isopropylidene-α-D-xylofuranose
- ISOPROPYLIDENE-D-XYLOFURANOSE, 1,2-(RG)
- mono-acetone Xylose
- 1,2-Di-O-isopropylidene-a-D-xylofuranose
- 1,2-O-(1-methylethylidene)-a-D-xylofuranose
- 1,2-O-Isoproplyidene-a-d-xylofuranose
- Monoacetone-D-xylose
- (3aR,5R,6S,6aR)-5-(hydroxymethyl)-2,2-dimethyl-tetrahydro-2H-furo[2,3-d][1,3]dioxol-6-ol
- JAUQZVBVVJJRKM-XZBKPIIZSA-N
- .alpha.-d-Xylofuranose, 1,2-O-(1-methylethylidene)-
- (3aR,5R,6S,6aR)-5-(hydroxymethyl)-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-ol
- 1,2-O-Isopropylidene-d-xylofuranose
- alp
- 1,2-O-(1-Methylethylidene)-.alpha.-D-xylofuranose
- MFCD00063295
- 1,2-O-Isopropylidene- alpha -D-xylofuranose
- 20031-21-4
- AKOS015918263
- A-D-xylofuranose
- HY-W015179
- alpha-D-Xylofuranose, 1,2-O-(1-methylethylidene)-
- EN300-263513
- 1,2-O-Isopropylidene-a-D-xylofuranose
- CHEMBL499271
- CS-W015895
- AS-15505
- W-200205
- 1,2-O-Isopropylidene-?-D-xylofuranose
- SCHEMBL71047
- PB36581
- 1,2-O-Isopropylidene-.alpha.-D-xylofuranose
- 1,2-O-Isopropylidene-
- GEO-01624
- 1,2-O-Isopropylidene-alpha-D-xylofuranose, 99%
- Xylofuranose, 1,2-O-isopropylidene-, .alpha.-d-
- AKOS005255177
- AC-24728
- 1,2-O-(1-Methylethylidene)pentofuranose #
- (3ar,5r,6s,6ar)-5-(hydroxymethyl)-2,2-dimethyltetrahydro-2h-furo[2,3-d][1,3]dioxol-6-ol
- Z1255379129
- AMY30534
- DTXSID40885111
- Xylofuranose, 1,2-O-isopropylidene-, alpha-d-
- DTXCID501024513
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- MDL: MFCD00063295
- Inchi: 1S/C8H14O5/c1-8(2)12-6-5(10)4(3-9)11-7(6)13-8/h4-7,9-10H,3H2,1-2H3/t4-,5+,6-,7-/m1/s1
- InChI Key: JAUQZVBVVJJRKM-XZBKPIIZSA-N
- SMILES: O1C(C)(C)O[C@@H]2[C@H]1[C@H]([C@@H](CO)O2)O
- BRN: 81520
Computed Properties
- Exact Mass: 190.08400
- Monoisotopic Mass: 190.08412354g/mol
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 2
- Hydrogen Bond Acceptor Count: 5
- Heavy Atom Count: 13
- Rotatable Bond Count: 1
- Complexity: 205
- 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
- Surface Charge: 0
- XLogP3: -0.4
- Topological Polar Surface Area: 68.2
Experimental Properties
- Color/Form: Not available
- Density: 1.2422 (rough estimate)
- Melting Point: 68.0 to 72.0 deg-C
- Boiling Point: 112-114 oC (0.06 mmHg)
- Flash Point: 155.2±26.5 °C
- Refractive Index: -19 ° (C=1, H2O)
- PSA: 68.15000
- LogP: -0.78400
- Specific Rotation: -19.2 o (c=1 in H2O)
- Solubility: Not available
(3aR,5R,6S,6aR)-5-(hydroxymethyl)-2,2-dimethyl-tetrahydro-2H-furo[2,3-d][1,3]dioxol-6-ol Security Information
- Signal Word:Warning
- Hazard Statement: H315; H319; H335
- Warning Statement: P261; P264; P271; P280; P302+P352; P304+P340; P305+P351+P338; P312; P321; P332+P313; P337+P313; P362; P403+P233; P405; P501
- WGK Germany:3
- Safety Instruction: S22-S24/25
- FLUKA BRAND F CODES:10
- Regulatory Condition Code:Class Q (sugars, alkaloids, antibiotics, hormones)
- Storage Condition:Store long-term at 2-8°C
- Safety Term:S22;S24/25
(3aR,5R,6S,6aR)-5-(hydroxymethyl)-2,2-dimethyl-tetrahydro-2H-furo[2,3-d][1,3]dioxol-6-ol Pricemore >>
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| TI XI AI ( SHANG HAI ) HUA CHENG GONG YE FA ZHAN Co., Ltd. | I0721-25G |
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¥276.90 | 2023-09-02 | |
| SHANG HAI A LA DING SHENG HUA KE JI GU FEN Co., Ltd. | I135339-5g |
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| Chemenu | CM104439-100g |
(3aR,5R,6S,6aR)-5-(hydroxymethyl)-2,2-dimethyl-tetrahydro-2H-furo[2,3-d][1,3]dioxol-6-ol |
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$528 | 2021-06-15 |
(3aR,5R,6S,6aR)-5-(hydroxymethyl)-2,2-dimethyl-tetrahydro-2H-furo[2,3-d][1,3]dioxol-6-ol Suppliers
(3aR,5R,6S,6aR)-5-(hydroxymethyl)-2,2-dimethyl-tetrahydro-2H-furo[2,3-d][1,3]dioxol-6-ol Related Literature
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1. Short synthetic route to congeners of the undecose antibiotic herbicidinJohn R. Bearder,Mark L. Dewis,Donald A. Whiting J. Chem. Soc. Perkin Trans. 1 1995 227
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2. Branched-chain sugars. Part XIV. Reactions of some glycosulose derivatives with diazomethane: ring expansion of glycosulose derivativesB. Flaherty,S. Nahar,W. G. Overend,N. R. Williams J. Chem. Soc. Perkin Trans. 1 1973 632
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Adrian Hall,Patrick D. Bailey,Richard H. Wightman,David C. Rees Chem. Commun. 1998 2251
Additional information on (3aR,5R,6S,6aR)-5-(hydroxymethyl)-2,2-dimethyl-tetrahydro-2H-furo[2,3-d][1,3]dioxol-6-ol
Introduction to (3aR,5R,6S,6aR)-5-(hydroxymethyl)-2,2-dimethyl-tetrahydro-2H-furo[2,3-d][1,3]dioxol-6-ol (CAS No. 20031-21-4)
CAS No. 20031-21-4 refers to a specific chemical compound that has garnered significant attention in the field of pharmaceutical chemistry and bioorganic synthesis. This compound, formally known as (3aR,5R,6S,6aR)-5-(hydroxymethyl)-2,2-dimethyl-tetrahydro-2H-furo[2,3-d][1,3]dioxol-6-ol, is a complex heterocyclic molecule with a unique structural framework. The presence of multiple stereocenters and functional groups makes it a subject of interest for researchers exploring novel synthetic pathways and pharmacological applications.
The molecular structure of this compound features a fused dioxolane and furan ring system, which is a hallmark of many bioactive molecules. The stereochemistry at the (3aR,5R,6S,6aR) positions plays a crucial role in determining its biological activity and interaction with biological targets. This precise stereochemical configuration is often a result of meticulous synthetic strategies employed by chemists to mimic natural products or design molecules with enhanced binding affinity.
In recent years, there has been growing interest in the development of tetrahydrofuro[2,3-d][1,3]dioxol derivatives due to their potential applications in medicinal chemistry. These compounds exhibit a range of biological activities, including anti-inflammatory, antimicrobial, and anticancer properties. The 5-(hydroxymethyl) group in the molecule serves as a key functional moiety that can participate in hydrogen bonding interactions or undergo further derivatization to enhance pharmacological efficacy.
One of the most compelling aspects of this compound is its structural similarity to natural products that have been shown to possess significant therapeutic benefits. For instance, related scaffolds have been found in plants and marine organisms, where they often act as signaling molecules or defense agents. By synthesizing and studying compounds like (3aR,5R,6S,6aR)-5-(hydroxymethyl)-2,2-dimethyl-tetrahydro-2H-furo[2,3-d][1,3]dioxol-6-ol, researchers aim to uncover new mechanisms of action and develop novel therapeutic agents.
The synthesis of this compound involves multiple steps that require careful optimization to achieve high yields and enantiopurity. Common synthetic strategies include asymmetric hydrogenation, epoxide ring opening reactions, and protecting group manipulations. The use of chiral auxiliaries or catalysts is often necessary to establish the desired stereochemical configuration at each stereocenter.
Recent advancements in computational chemistry have also played a pivotal role in understanding the reactivity and conformational preferences of this molecule. Molecular modeling studies can predict how the compound might interact with biological targets such as enzymes or receptors. This information is invaluable for designing derivatives with improved pharmacokinetic properties or enhanced target specificity.
The potential applications of (3aR,5R,6S,6aR)-5-(hydroxymethyl)-2,2-dimethyl-tetrahydro-2H-furo[2,3-d][1,3]dioxol-6-ol extend beyond traditional pharmaceuticals. Researchers are exploring its use in material science and agrochemicals due to its unique structural features. For example, the rigid heterocyclic core can serve as a scaffold for designing polymers with specific mechanical properties or for creating novel pesticides with reduced environmental impact.
In conclusion,CAS No. 20031-21-4 represents a fascinating chemical entity with significant potential in various fields. Its complex stereochemistry and functional diversity make it an attractive candidate for further study and development. As research continues to uncover new applications for this compound,(3aR,5R,6S,6aR)-5-(hydroxymethyl)-2,2-dimethyl-tetrahydro-2H-furo[2,3-d][1,3]dioxol-6-ol is poised to play an important role in shaping the future of chemical biology and drug discovery.
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