Description
1,2-O-isopropylidene-alpha-D-xylofuranose (CAS No. 20031-21-4) is a high-purity carbohydrate derivative with the molecular formula C8H14O5. This compound, also known by its IUPAC name (3aR,5R,6S,6aR)-5-(hydroxymethyl)-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-ol, is a protected form of D-xylofuranose, widely utilized in organic synthesis and carbohydrate chemistry. Its isopropylidene group enhances stability, making it ideal for glycosylation reactions, nucleoside synthesis, and chiral intermediate applications. Our product is rigorously tested for purity (>98% by HPLC) and is supplied as a white to off-white crystalline powder, ensuring consistency for research and industrial use. Store in a cool, dry place under inert conditions to maintain integrity.
Properties
- CAS Number: 20031-21-4
- Complexity: 205
- IUPAC Name: (3aR,5R,6S,6aR)-5-(hydroxymethyl)-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-ol
- InChI: 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
- Exact Mass: 190.08412354
- Molecular Formula: C8H14O5
- Molecular Weight: 190.19
- SMILES: CC1(O[C@@H]2[C@H]([C@H](O[C@@H]2O1)CO)O)C
- Topological: 68.2
- Monoisotopic Mass: 190.08412354
- Synonyms: 20031-21-4, 1,2-O-Isopropylidene-alpha-D-xylofuranose, alpha-D-Xylofuranose, 1,2-O-(1-methylethylidene)-, .alpha.-d-Xylofuranose, 1,2-O-(1-methylethylidene)-, 1,2-O-Isopropylidene-d-xylofuranose, DTXSID40885111, Xylofuranose, 1,2-O-isopropylidene-, .alpha.-d-, 1,2-O-Isopropylidene-.alpha.-D-xylofuranose, DTXCID501024513, Xylofuranose, 1,2-O-isopropylidene-, alpha-d-, 606-426-9, 922-380-5, jauqzvbvvjjrkm-xzbkpiizsa-n, (3aR,5R,6S,6aR)-5-(Hydroxymethyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol, 1,2-O-Isopropylidene-a-D-xylofuranose, MFCD00063295, (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-|A-D-xylofuranose, 1,2-O-Isopropylidene-?-D-xylofuranose, (3aR,5R,6S,6aR)-5-(hydroxymethyl)-2,2-dimethyl-tetrahydro-2H-furo[2,3-d][1,3]dioxol-6-ol, 1,2-O-(1-Methylethylidene)-a-D-xylofuranose, (3aR,5R,6S,6aR)-5-(hydroxymethyl)-2,2-dimethyl-tetrahydrofuro[2,3-d][1,3]dioxol-6-ol, SCHEMBL71047, |A-D-Xylofuranose, 1,2-O-(1-methylethylidene)-, CHEMBL499271, GEO-01624, AKOS005255177, AKOS015918263, CS-W015895, HY-W015179, MI05303, PB36581, AC-24728, AS-15505, 1,2-O-(1-Methylethylidene)pentofuranose #, ST50307832, 1,2-O-Isopropylidene- alpha -D-xylofuranose, EN300-263513, 1,2-O-(1-Methylethylidene)-a-D-xylofuranose;MAX, 1,2-O-Isopropylidene-alpha-D-xylofuranose, 99%, 1,2-O-(1-Methylethylidene)-.alpha.-D-xylofuranose, Z1255379129, (2S,1R,3R,5R)-3-(hydroxymethyl)-7,7-dimethyl-4,6,8-trioxabicyclo[3.3.0]octan-2 -ol
Application
1,2-O-isopropylidene-alpha-D-xylofuranose serves as a key intermediate in the synthesis of nucleoside analogs and antiviral agents. It is employed in carbohydrate chemistry for stereoselective glycosylation reactions and as a chiral building block in pharmaceutical development. Researchers also use it to study enzyme mechanisms and as a precursor for modified sugars in glycobiology.
Safety and Hazards
GHS Hazard Statements
- H302 (33.3%): Harmful if swallowed [Warning Acute toxicity, oral]
- H315 (33.3%): Causes skin irritation [Warning Skin corrosion/irritation]
- H319 (33.3%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
- H335 (33.3%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
Precautionary Statements
- P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501
Hazard Classes and Categories
- Skin Irrit. 2 (33.3%)
- Eye Irrit. 2A (33.3%)
- STOT SE 3 (33.3%)
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