1006381-03-8

Basic information

• Product Name: 1,3,2-Dioxathiolane, 4-Methyl-, 2,2-dioxide, (4R)-
• Synonyms: 1,3,2-Dioxathiolane, 4-Methyl-, 2,2-dioxide, (4R)-;(4R)-4-Methyl-1,3,2-dioxathiolane-2,2-dioxide;(4R)-Methyl-[1,3,2]dioxathiolane 2,2-dioxide;(R)-4-methyl-1,3,2-dioxathiolane 2,2-dioxide;(R)-(-)-4-methyl-2,2-dioxo-1,3,2-dioxathiolane
• CAS NO: 1006381-03-8
• Molecular Formula: C₃H₆O₄S
• Molecular Weight: 138.14234
• EINECS: -0
• Mol File: 1006381-03-8.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 221.8±7.0 °C(Predicted)
• Appearance: /
• Density: 1.418±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 1,3,2-Dioxathiolane, 4-Methyl-, 2,2-dioxide, (4R)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3,2-Dioxathiolane, 4-Methyl-, 2,2-dioxide, (4R)-(1006381-03-8)
• EPA Substance Registry System: 1,3,2-Dioxathiolane, 4-Methyl-, 2,2-dioxide, (4R)-(1006381-03-8)

Safety Data

• Hazardous Substances Data: 1006381-03-8(Hazardous Substances Data)

Usage

Uses

(4R)-4-Methyl-1,3,2-dioxathiolane-2,2-dioxide, can be used in the synthesis of stereoisomers of Secnidazole (S225000), which is a nitroimidazole anti-infective, that is shown to be effective in treatment of dientamoebiasis, and Atopobium vaginae.

Upstream product

• 1006381-02-7 (R)-4-methyl-[1,3,2]dioxathiolane 2-oxide 

Relevant articles and documents

Relative and absolute configuration of antitumor agent SW-163D

Our interest on engineering non-ribosomal synthetase responsible for SW-163 biosynthesis prompted us to determine the relative and absolute configuration of antitumor cyclic depsipeptide SW-163s. We first isolated and identified SW-163 homologs D, F and G as known compounds UK-63598, UK-65662 and UK-63052, respectively. Both enantiomers of the unusual constitutive amino acid, N-methylnorcoromic acid, were synthesized in chiral forms starting from (R)- and (S)-1,2-propanediol. The hydrolyzate of SW-163D, a major constituent of this family, was converted with Marfey's reagent, 1-fluoro-2,4-dinitrophenyl-5-L- alanine-amide (L-FDAA), and the resulting mixture of amino acid derivatives was subjected to an LC/MS analysis. Compared with authentic samples, the analytical data unambiguously show that SW-163D consisted of L-Ala, D-Ser and (1S, 2S)-N-methylnorcoronamic acid. The remaining stereochemistry of the N-methylcysteine moieties was determined from NOE data.