Description

6-Deoxy-6-iodo-1,2:3,4-bis-O-(1-methylethylidene)-alpha-D-galactopyranose (CAS No. 4026-28-2) is a highly specialized iodinated carbohydrate derivative designed for advanced synthetic and analytical applications in organic chemistry and biochemistry. With the molecular formula C₁₂H₁₉IO₅, this compound features a unique galactopyranose core protected by isopropylidene groups and an iodine substitution at the 6-position, enhancing its reactivity in glycosylation and nucleophilic substitution reactions. Ideal for researchers and pharmaceutical scientists, this product is rigorously purified to ≥95% purity (HPLC/GC) and is supplied as a crystalline solid with detailed analytical data (NMR, MS, FTIR) for quality assurance. Store under inert conditions at 2-8°C to maintain stability. Suitable for use in glycoscience, drug discovery, and radiolabeling studies.

Properties

• CAS Number: 4026-28-2
• Complexity: 345
• IUPAC Name: (1S,2R,6R,8S,9R)-8-(iodomethyl)-4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.02,6]dodecane
• InChI: InChI=1S/C12H19IO5/c1-11(2)15-7-6(5-13)14-10-9(8(7)16-11)17-12(3,4)18-10/h6-10H,5H2,1-4H3/t6-,7+,8+,9-,10-/m1/s1
• InChI Key: JMIGDGVTFPSEMQ-SOYHJAILSA-N
• Exact Mass: 370.02772
• Molecular Formula: C12H19IO5
• Molecular Weight: 370.18
• SMILES: CC1(O[C@H]2[C@H](O[C@H]3[C@@H]([C@H]2O1)OC(O3)(C)C)CI)C
• Topological: 46.2
• Monoisotopic Mass: 370.02772
• Synonyms: 6-Deoxy-6-iodo-1,2:3,4-bis-O-(1-methylethylidene)-alpha-D-galactopyranose, 4026-28-2, (3AR,5S,5aR,8aS,8bR)-5-(iodomethyl)-2,2,7,7-tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran, 6-Deoxy-1,2:3,4-di-O-isopropylidene-6-iodo-a-D-galactopyranose, 6-Deoxy-1,2:3,4-di-O-isopropylidene-6-iodo-ALPHA-D-galactopyranose, MFCD00038408, SCHEMBL8821103, JMIGDGVTFPSEMQ-SOYHJAILSA-N, (3AR,5S,5aR,8aS,8bR)-5-(iodomethyl)-2,2,7,7-tetramethyltetrahydro-5H-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran, AKOS027339251, MD29697, CS-0452274, 6-DEOXY-1,2:3,4-DI-O-ISOPROPYLIDENE-6-IO DO-A-D-, 6-Deoxy-1,2:3,4-di-O-isopropylidine-6-iodo-.alpha.-D-galactopyranose, 6-Deoxy-6-iodo-1,2:3,4-di-O-isopropylidene-alpha-D-galactopyranoside

This compound is primarily used as a key intermediate in the synthesis of modified sugars and glycoconjugates for biochemical research. Its iodine functionality enables efficient cross-coupling reactions in carbohydrate chemistry. Applications include radiolabeling studies, glycosidase inhibitor development, and glycan array fabrication. The isopropylidene-protected structure ensures selective deprotection for further functionalization.

Safety and Hazards

GHS Hazard Statements

• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Skin Irrit. 2 (100%)
• Eye Irrit. 2 (100%)
• STOT SE 3 (100%)

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