98041-28-2

Basic information

• Product Name: 1,3-Dioxolane-4-carbothioic acid, 2-(1,1-dimethylethyl)-4-(1-hydroxy-1 -methylethyl)-, S-(1,1-dimethylethyl) ester, (2R-trans)-
• Synonyms: 1,3-Dioxolane-4-carbothioic acid, 2-(1,1-dimethylethyl)-4-(1-hydroxy-1 -methylethyl)-, S-(1,1-dimethylethyl) ester, (2R-trans)-
• CAS NO: 98041-28-2
• Molecular Formula: C15H28 O4 S
• Molecular Weight: 0
• Mol File: 98041-28-2.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1,3-Dioxolane-4-carbothioic acid, 2-(1,1-dimethylethyl)-4-(1-hydroxy-1 -methylethyl)-, S-(1,1-dimethylethyl) ester, (2R-trans)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Dioxolane-4-carbothioic acid, 2-(1,1-dimethylethyl)-4-(1-hydroxy-1 -methylethyl)-, S-(1,1-dimethylethyl) ester, (2R-trans)-(98041-28-2)
• EPA Substance Registry System: 1,3-Dioxolane-4-carbothioic acid, 2-(1,1-dimethylethyl)-4-(1-hydroxy-1 -methylethyl)-, S-(1,1-dimethylethyl) ester, (2R-trans)-(98041-28-2)

Safety Data

• Hazardous Substances Data: 98041-28-2(Hazardous Substances Data)

Usage

Explanation

The molecular formula represents the number of atoms of each element present in a molecule. In this case, the compound has 11 carbon (C), 20 hydrogen (H), 4 oxygen (O), and 1 sulfur (S) atoms.

Explanation

The molecular weight is the mass of one mole of a substance, calculated by adding the atomic weights of all the atoms in the molecule.

Explanation

The compound is derived from dioxolane carbothioic acid by forming an ester linkage, which involves the reaction of the carboxylic acid group with an alcohol to form an ester and water.

Explanation

The compound contains an ester group (formed by the reaction of an alcohol and a carboxylic acid), a dioxolane ring (a four-membered ring with two oxygen atoms), and a thiol group (a sulfur-hydrogen bond).

Explanation

The stereochemistry of the compound is described by the (2R-trans) notation, which indicates the configuration of the chiral center at the 2nd carbon and the relative orientation of the substituents in the molecule.

Explanation

The solubility of the compound in different solvents (e.g., water, organic solvents) is not provided in the material, but it is an important property to consider when working with the compound in a laboratory setting.

Explanation

The compound is generally stable under normal laboratory conditions, such as room temperature and atmospheric pressure. However, it may react with certain chemicals or under specific conditions, so proper handling and storage are necessary.

Explanation

Due to the presence of the ester and thiol groups, the compound can undergo various reactions with nucleophiles, acids, and bases, which can be exploited in organic synthesis and pharmaceutical research.

Explanation

The specific hazards associated with the compound, such as toxicity, flammability, or reactivity with other substances, depend on the context in which it is used and the concentrations involved. It is essential to follow proper safety protocols and guidelines when working with this compound.

Molecular Weight

248.34 g/mol

Ester Derivative

Dioxolane carbothioic acid

Functional Groups

Ester, Dioxolane, and Thiol (sulfhydryl) groups

Stereochemistry

(2R-trans)

Application

Organic synthesis and pharmaceutical research

Solubility

Specific solubility depends on the solvent

Stability

Stable under normal conditions

Reactivity

Reacts with nucleophiles, acids, and bases

Hazards

Potential hazards depend on the context of use

Upstream product

• 98041-19-1 (4S)-2-(tert-Butyl)-1,3-dioxalan-4-carbonsaeure-methylester 
• 630-19-3 pivalaldehyde 
• 62617-39-4 1,1-dimethoxy-2,2-dimethylpropane 
• 67-64-1 acetone 

Relevant articles and documents

Stereoselective Alkylierung an C(α) von Serin, Gycerinsaeure, Thereonin und Weinsaeure ueber heterocyclische Enolate mit exocyclischer Doppelbindung

The chiral, non-racemic title acids are converted to methyl dioxalene- (cf. 13), oxazoline- (4) and oxazolidine-carboxylates (cf. 9).Deprotonation by Li(i-Pr)2N at dry-ice temperature gives solutions of the litium enolates A-D with exocyclic enolate double bonds.These are stable enough with respect to β-elimination (Scheme 1) to be alkylated with or without cosolvents such as HMPA or DMPU.The products are formed in good to excellent yields and, with the exception of the tartrate derived acetonide (see Schemem 2), with diastereoselectivities above 90percent.While the tartrate- and threonine-derived enolates (A and B, resp.) are chiral due to the second stereogenic center of the precursors, the serine- and glyceric-acid-derived enolates are non-racemic due to a tert butyl-substituted (pivalaldehyde-derived) acetal center (C and D, resp.).The products of alkylation can be hydrolyzed to give α-branched tartaric acid (Scheme 2), allothreonine (Scheme 3), serine (Scheme 4), and glycerine-acid derivatives (Scheme 5) with quaternary stereogenic centers.The configurations of the products are determined by NOE-NMR measurements and by chemical correlation.These show taht the dioxolane-derived enolates A and D are alkylated preferentially from that face of the ring which is alredy substituted ('syn'-attack).The 'syn'-attack is postulated to arise from strong folding of the heterocyclic ring due to elelctronic repulsion between the enolate ?-system and non-bonding elelctron pairs on the heteroatoms (see Scheme 6).