226709-43-9

Usage

Molecular Structure

A complex structure containing two methyl groups and a tetrahydrofuran ring with an oxiranyl group attached.

Usage

Used in organic synthesis and as a reagent in chemical reactions.

Applications

Valuable building block for creating pharmaceuticals, agrochemicals, and other complex molecules.

Safety Precautions

Should be handled with caution and proper safety measures to avoid potential health and environmental risks.

Upstream product

• 188778-70-3 O⁴,O⁵-isopropylidene-3,6-anhydro-1-deoxy-1-iodo-D-glucitol 
• 652-67-5 Isosorbide 

Downstream Products

• 1053182-47-0 3,6-anhydro-1-((S)-α-methylbenzylamino)-1-deoxy-4,5-O-isopropylidene-D-sorbitol 
• 1053182-46-9 3,6-anhydro-1-((R)-α-methylbenzylamino)-1-deoxy-4,5-O-isopropylidene-D-sorbitol 
• 1053182-52-7 3,6-anhydro-1-(cyclohexylamino)-1-deoxy-4,5-O-isopropylidene-D-sorbitol 
• 1053182-48-1 3,6-anhydro-1-(benzeneamino)-1-deoxy-4,5-O-isopropylidene-D-sorbitol 
• 1053182-45-8 3,6-anhydro-1-(benzylamino)-1-deoxy-4,5-O-isopropylidene-D-sorbitol 
• 1258071-23-6 C₁₇H₂₅NO₄ 
• 936828-67-0 (E)-4-chloro-N-(((3aR,4R,6aR)-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methylene)benzenamine 
• 936828-41-0 (E)-N-(((3aR,4R,6aR)-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methylene)-4-methoxybenzeneamine 
• 936828-64-7 (E)-N-(((3aR,4R,6aR)-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methylene) (phenyl methanamine) 

Relevant academic research and scientific papers

Synthesis and assembly properties of a series of chiral amphiphilic dihydroxytetrahydrofuran derivatives

The synthesis of a series of amphiphilic dihydroxytetrahydrofuran derivatives, prepared from isomannide and isosorbide, possessing hydrophobia ether chains lengths varying from C10 to C18 attached α to the tetrahydrofuran ring and with R and S chirality at the 0 linkage carbon atom is described. The interfacial properties of these compounds were studied using a Langmuir film balance; the results showed the expected increase in film stability with increasing chain length and differences in phase behaviour and film stability related to linkage chirality. The formation of colloidal dispersions of these compounds was studied both dynamic light scattering and non-contact mode atomic force microscopy. Copyright

Synthesis and biological evaluation of sugar-derived chiral nitroimidazoles as potential antimycobacterial agents

Chiral nitroimidazoles were synthesized using sugars as the chiral source. The synthesized compounds showed promising antimycobacterial property with MIC value in the range 6.25-12.5 μg/mL against Mycobacterium tuberculosis H 37Rv.

New class of β-aminoalcohol ligands derived from isosorbide and isomannide: Application in hydrogen transfer reduction of prochiral ketones

Starting from isosorbide and isomannide, two by-products from the starch industry, a family of chiral functionalized β-aminoalcohols presenting a THF ring has been synthesized as potential ligands for hydrogen transfer reduction of prochiral ketones. Unde

Synthesis and glycosidase inhibitory activity of 1-amino-3,6-anhydro-1-deoxy-d-sorbitol derivatives

3,6-Anhydro-1-(aryl or alkylamino)-1-deoxy-d-sorbitol derivatives have been prepared in four steps from isosorbide, a by-product from the starch industry. The inhibitory activities of these new compounds have been evaluated towards 13 glycosidases. A first lead-compound was identified, which inhibited β-N-acetylglucosaminidase from bovine kidney (82% inhibition at 1 mM).

Asymmetric synthesis of β-lactams by [2+2] cycloaddition using 1,4:3,6-dianhydro-d-glucitol (isosorbide) derived chiral pools

Highly diastereoselective synthesis of cis-β-lactams via [2+2] cycloaddition reactions of imines derived from a chiral bicyclic aldehyde and ketenes is described. The chiral bicyclic aldehyde as well as chiral acids were prepared from commercially available inexpensive isosorbide. The cycloaddition reaction was found to be highly diastereoselective; in some cases giving a single diastereomer of cis-azetidin-2-one in very good yields. A moderate diastereoselectivity was observed with chiral ketenes derived from isosorbide.