Description
1,2:3,4-di-O-isopropylidene-D-galactopyranose (CAS No. 4064-06-6) is a high-purity carbohydrate derivative with the molecular formula C12H20O6. This compound, also known by its IUPAC name (4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.02,6]dodecan-8-yl)methanol, is a protected form of D-galactose featuring isopropylidene groups at the 1,2 and 3,4 positions. It is widely utilized in organic synthesis, glycosylation reactions, and as a chiral building block for pharmaceuticals and bioactive molecules. The product is supplied as a white to off-white crystalline powder with ≥95% purity (HPLC), ensuring consistency for research and industrial applications. Store in a cool, dry place, protected from moisture and light to maintain stability.
Properties
- CAS Number: 4064-06-6
- Complexity: 341
- IUPAC Name: (4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.02,6]dodecan-8-yl)methanol
- InChI: InChI=1S/C12H20O6/c1-11(2)15-7-6(5-13)14-10-9(8(7)16-11)17-12(3,4)18-10/h6-10,13H,5H2,1-4H3
- InChI Key: POORJMIIHXHXAV-UHFFFAOYSA-N
- Exact Mass: 260.12598835
- Molecular Formula: C12H20O6
- Molecular Weight: 260.28
- SMILES: CC1(OC2C(OC3C(C2O1)OC(O3)(C)C)CO)C
- Topological: 66.4
- Monoisotopic Mass: 260.12598835
- Synonyms: 4064-06-6, 1,2:3,4-Di-O-isopropylidene-D-galactopyranose, DIISOPROPYLINDENE GALACTOSE, EINECS 223-771-7, NSC 89756, 223-771-7, 536723-20-3, 1,2:3,4-Di-O-isopropylidene-alpha-D-galactopyranose, (2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-5-yl)methanol, (2,2,7,7-tetramethyltetrahydro-3aH-bis[1,3]dioxolo[4,5-b:4′,5′-d]pyran-5-yl)methanol, (2,2,7,7-tetramethyltetrahydro-3aH-bis[1,3]dioxolo[4,5-b:4′,5′-d]pyran-5-yl)methanol (non-preferred name), NSC89756, ChemDiv1_019938, Galactopyranose, 1,2:3,4-di-O-isopropylidene-, .alpha.-D-, SCHEMBL471044, .alpha.-D-Galactopyranose, 1,2:3,4-bis-O-(1-methylethylidene)-, HMS643K06, NSC-89756, STL570136, AKOS002230282, AKOS016038172, LS-14130, ST093576, SY012703, DB-010907, NS00015514, 1,2,3,4-Di-O-isopropylidene-a-D-galactopyranose, SR-01000403914, SR-01000403914-1, Galactopyranose,2:3,4-di-O-isopropylidene-, .alpha.-D-, .alpha.-D-Galactopyranose,2:3,4-bis-O-(1-methylethylidene)-, (4,4,11,11-tetramethyl-3,5,8,10,12-pentaoxatricyclo[7.3.0.0]dodec-7-yl)me than-1-ol
Application
1,2:3,4-di-O-isopropylidene-D-galactopyranose serves as a key intermediate in the synthesis of galactose-containing compounds, including glycoconjugates and nucleoside analogs. It is employed in carbohydrate chemistry for selective protection and deprotection strategies due to its stable isopropylidene groups. Researchers also use it to study enzyme mechanisms and glycosylation pathways in biochemical assays.
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