4026-28-2

Basic information

• Product Name: 6-Deoxy-1,2:3,4-di-O-isopropylidene-6-iodo-ALPHA-D-galactopyranose
• Synonyms: 6-Deoxy-1,2:3,4-di-O-isopropylidene-6-iodo-ALPHA-D-galactopyranose;Nsc185323;a-D-Galactopyranose, 6-deoxy-6-iodo-1,2:3,4-bis-O-(1-Methylethylidene)-;6-Deoxy-6-iodo-1,2:3,4-bis-O-(1-methylethylidene)-alpha-D-galactopyranose;6-Deoxy-6-iodo-1,2:3,4-di-O-isopropylidene-alpha-D-galactopyranoside;6-Deoxy-6-iodo-1,2:3,4-bis-O-(1-methylethylidene)-D-galactopyranose;6-Deoxy-1,2:3,4-di-O-isopropylidene-6-iodo-a-D-galactopyranose
• CAS NO: 4026-28-2
• Molecular Formula: C₁₂H₁₉IO₅
• Molecular Weight: 370.177
• Mol File: 4026-28-2.mol
• Article Data: 1

Chemical Properties

• Melting Point: 70-71℃
• Boiling Point: 366.6°C at 760 mmHg
• Flash Point: 175.5°C
• Appearance: /
• Density: 1.499g/cm³
• Vapor Pressure: 3.06E-05mmHg at 25°C
• Refractive Index: 1.5
• CAS DataBase Reference: 6-Deoxy-1,2:3,4-di-O-isopropylidene-6-iodo-ALPHA-D-galactopyranose(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Deoxy-1,2:3,4-di-O-isopropylidene-6-iodo-ALPHA-D-galactopyranose(4026-28-2)
• EPA Substance Registry System: 6-Deoxy-1,2:3,4-di-O-isopropylidene-6-iodo-ALPHA-D-galactopyranose(4026-28-2)

Safety Data

• Hazardous Substances Data: 4026-28-2(Hazardous Substances Data)

Usage

General Description

6-Deoxy-1,2:3,4-di-O-isopropylidene-6-iodo-ALPHA-D-galactopyranose is a chemical compound that belongs to the category of carbohydrates and is specifically a modified form of galactose. It is primarily used in organic synthesis and research as a building block for the production of more complex molecules. 6-Deoxy-1,2:3,4-di-O-isopropylidene-6-iodo-ALPHA-D-galactopyranose has a unique structure, with two isopropylidene groups attached to the sugar moiety, as well as an iodine atom at the C-6 position. These modifications make it useful for various chemical reactions and as a precursor in the synthesis of other important compounds.

InChI:InChI=1/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

Upstream product

• 4478-43-7 (1,2:3,4-di-O-isopropylidene-6-O-(p-toluensulfonate))-D-galactopiranose 
• 1730-25-2 allylmagnesium bromide 

Downstream Products

• 1616956-63-8 (3S,4S,5S,6S)-3,4,5,6-tetrahydroxy-1-(p-methoxybenzyloxy)methylcyclohept-1-ene 
• 1616956-62-7 (3S,4S,5S,6R)-3,4-O-isopropylidene-5,6-dihydroxy-1-(p-methoxybenzyloxy)methylcyclohept-1-ene 
• 1616956-61-6 (3S,4S,5S,6S)-3,4-O-isopropylidene-5,6-dihydroxy-1-(p-methoxybenzyloxy)methylcyclohept-1-ene 
• 1616956-73-0 (3S,4S,5S,6R)-3,4:5,6-O-isopropylidene-1-(p-methoxybenzyloxy)methylcyclohept-1-ene 
• 1616956-72-9 (3S,4S,5S,6S)-3,4:5,6-O-isopropylidene-1-(p-methoxybenzyloxy)methylcyclohept-1-ene 
• 1429934-53-1 6-deoxy-6-{(S)-[(1S,2S,5R)-2-isopropyl-5-methylcyclohexyl]sulfinyl}-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose 
• 1429934-50-8 6-deoxy-6-[(1S,2S,5R)-2-isopropyl-5-methylcyclohexylsulfanyl]-2-methoxy-β-D-galactopyranose 
• 1429934-47-3 methyl 6-deoxy-6-[(1S,2S,5R)-2-isopropyl-5-methylcyclohexylsulfanyl]-α-D-galactopyranoside 
• 1429934-48-4 methyl 6-deoxy-6-[(1S,2S,5R)-2-isopropyl-5-methylcyclohexylsulfanyl]-β-D-galactopyranoside 
• 1429934-49-5 6-deoxy-6-[(1S,2S,5R)-2-isopropyl-5-methylcyclohexylsulfanyl]-2-methoxy-α-D-galactopyranose 
• 1429934-54-2 6-deoxy-6-{(R)-[(1S,2S,5R)-2-isopropyl-5-methylcyclohexyl]sulfinyl}-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose 
• 1429934-46-2 6-deoxy-6-[(1S,2S,5R)-2-isopropyl-5-methylcyclohexylsulfanyl]-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose 

Relevant articles and documents

APPLICATION OF THE KECK RADICAL COUPLING REACTION TO THE PREPARATION OF ALLYLATED C5 FURANOSIDES AND C6 PYRANOSIDES

Allylated C5 furanosides and C6 pyranosides were prepared from known monosaccharide diol or polyol derivatives via a reaction sequence involving the initial selective formation of the primary iodide followed by application of the Keck allyl radical coupling reaction.Although the yields of the products in the coupling reaction were somewhat modest (usually 55-65percent), the protocol was applicable to a variety of substrates, including sterically crowded cases, is experimentally simple and suitable for large scale preparations.