23735-44-6

Basic information

• Product Name: 2,2-DIMETHYL-4(S)-4-IODOMETHYL-1,3-DIOXALANE
• Synonyms: 2,2-DIMETHYL-4(S)-4-IODOMETHYL-1,3-DIOXALANE;(4S)-4-(IODOMETHYL)-2 2-DIMETHYL-1 3-DI&;(4S)-2,2-Dimethyl-4-iodomethyl-1,3-dioxolane;(4S)-4-(lodomethyl)-2,2-dimethyl-1,3-dioxolane;(4S)-4-(iodomethyl)-2,2-dimethyl-1,3-dioxolane
• CAS NO: 23735-44-6
• Molecular Formula: C₆H₁₁IO₂
• Molecular Weight: 242.05
• Mol File: 23735-44-6.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 217.3°Cat760mmHg
• Flash Point: 85.2°C
• Appearance: /
• Density: 1.623g/cm³
• Vapor Pressure: 0.197mmHg at 25°C
• Refractive Index: 1.502
• CAS DataBase Reference: 2,2-DIMETHYL-4(S)-4-IODOMETHYL-1,3-DIOXALANE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2-DIMETHYL-4(S)-4-IODOMETHYL-1,3-DIOXALANE(23735-44-6)
• EPA Substance Registry System: 2,2-DIMETHYL-4(S)-4-IODOMETHYL-1,3-DIOXALANE(23735-44-6)

Safety Data

• Hazard Codes: Xn
• Statements: 22-41
• Safety Statements: 26-39
• Hazardous Substances Data: 23735-44-6(Hazardous Substances Data)

Usage

General Description

2,2-DIMETHYL-4(S)-4-IODOMETHYL-1,3-DIOXALANE is a chemical compound with the molecular formula C7H13IO2. It is a dioxalane derivative with a methyl and iodomethyl group attached to the carbon atoms within the dioxalane ring. 2,2-DIMETHYL-4(S)-4-IODOMETHYL-1,3-DIOXALANE is used in synthetic organic chemistry as a reagent and building block for the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals. It can also be used as a building block in the synthesis of complex natural products and as a chiral building block for the synthesis of biologically active molecules. The stereochemistry of the compound is important for its reactivity and selectivity in organic reactions.

InChI:InChI=1/C6H11IO2/c1-6(2)8-4-5(3-7)9-6/h5H,3-4H2,1-2H3/t5-/m1/s1

Upstream product

• 23735-43-5 (S)-1-O-tosyl-2,3-O-isopropylideneglycerol 
• 14347-78-5 1,2-O-isopropylidene-D-glycerol 

Downstream Products

• 779352-55-5 2-[2-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-ethyl]-4,4-dimethyl-4,5-dihydro-oxazole 

Relevant articles and documents

Discovery of 2-Sulfinyl-Diazabicyclooctane Derivatives, Potential Oral β-Lactamase Inhibitors for Infections Caused by Serine β-Lactamase-Producing Enterobacterales

Coadministration of β-lactam and β-lactamase inhibitor (BLI) is one of the well-established therapeutic measures for bacterial infections caused by β-lactam-resistant Gram-negative bacteria, whereas we have only two options for orally active BLI, clavulanic acid and sulbactam. Furthermore, these BLIs are losing their clinical usefulness because of the spread of new β-lactamases, including extended-spectrum β-lactamases (ESBLs) belonging to class A β-lactamases, class C and D β-lactamases, and carbapenemases, which are hardly or not inhibited by these classical BLIs. From the viewpoints of medical cost and burden of healthcare personnel, oral therapy offers many advantages. In our search for novel diazabicyclooctane (DBO) BLIs possessing a thio-functional group at the C2 position, we discovered a 2-sulfinyl-DBO derivative (2), which restores the antibacterial activities of an orally available third-generation cephalosporin, ceftibuten (CTB), against various serine β-lactamase-producing strains including carbapenem-resistant Enterobacteriaceae (CRE). It can be orally absorbed via the ester prodrug modification and exhibits in vivo efficacy in a combination with CTB.

An easy and versatile approach to the synthesis of chiral pheromone lactones via 4,4-dimethyl-2-oxazoline derivatives

As part of our ongoing investigation on the versatility of 4,4-dimethyl-2-oxazoline derivatives, we present a straightforward synthesis of chiral lactone pheromones from readily available starting materials. As an application, we describe the diastereoselective synthesis of cis and trans-2-methyl-5-hexanolide (1), a pheromone component of the carpenter bee Xylocopa hirutissima, and a formal synthesis of (4R,5Z)-5-tetradecen-4-olide (2), the sex pheromone of the Japanese beetle Popillia japonica.

5-(1-(IMIDAZOL)METHYL)-3,3-DISUBSTITUTED-2(3H)FURANONE DERIVATIVES

Furanone compounds and compositions having anticholinergic activity are described. The compounds have the formula: STR1 wherein: the dashed line indicates either the 4,5-unsaturated or the 4,5-dihydrofuranone ring;R 1 and R 2 may be the same or different and are hydrogen, thienyl, furanyl, or cycloalkyl (C. sub.3-C 6), benzyl, phenyl, substituted phenyl or substituted benzyl wherein the phenyl or benzyl group may be substituted with halogen, trifluoromethyl, lower alkyl, lower alkoxy or hydroxy;R. sub.3, R 4 and R 5 may be the same or different and are hydrogen, lower alkyl, lower alkyl substituted with a halogen, alkoxy, amino or carboxylic acid group, an alkyl or alkylene bridge between R 4 and R. sub.5 or R 3 and the ring N, trifluoromethyl, nitro, a cycloalkyl group containing 3 to 6 carbons, halogen, benzyl, phenyl, substituted phenyl or substituted benzyl, for which the substituents are the same as those set forth for R 1 and R 2 substituted benzyl or phenyl.R 6 in the dihydrofuranone series is hydrogen or lower alkyl.Also described are the pharmaceutically acceptable quaternary alkyl and acid addition salts of such compounds. The compounds are particularly useful in the treatment of neurogenic bladder disorder and chronic obstructive pulmonary diseases.