97673-82-0

Usage

Chemical structure

A 1,3-dioxolane ring with a carbonyl chloride group at the 4-position and two methyl groups at the 2-position

Enantiomer

(4R)-enantiomer

Reactivity

Highly reactive

Versatility

Used in the synthesis of various pharmaceuticals and agrochemicals

Unique properties

Exhibits unique reactivity and selectivity in certain chemical reactions

Applications

a. Building block in the production of specialty chemicals and fine chemicals
b. Reagent in chemical analysis
c. Intermediate in the manufacturing process of various chemical products

Usage

Widely used in research laboratories and industrial settings

Upstream product

• 14028-61-6 potassium (R)-2,2-dimethyl-1,3-dioxolane-4-carboxylate 
• 14028-61-6 Kaliumsalz der O-Isopropyliden-D-glycerinsaeure 
• 15186-48-8 2,3-isopropylidene-glyceraldehyde 
• 22323-82-6 (S)-(+)-(2,2-dimethyl-[1,3]dioxolan-4-yl)methanol 
• 114746-70-2 (R)-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid 

Downstream Products

• 533-50-6 D-erythrulose 
• 148065-34-3 (R)-2,2-dimethyl-1,3-dioxolane-4-carboxamide 
• 104017-05-2 phenyl 1,2-O-isopropylidene-D-glycerate 
• 949087-01-8 (+)-N,N'-{2-[(benzyloxy)imino]propane-1,3-diyl}bis{[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]carboxamide} 
• 73945-72-9 Benzoic acid 2-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-oxo-ethyl ester 
• 97652-45-4 N-(O-Isopropyliden-D-glyceroyl)-L-phenylalaninmethylester 
• 97652-54-5 N-(O-Isopropyliden-D-glyceroyl)-(S-benzyl)-L-cystein 
• 97652-53-4 N-(O-Isopropyliden-D-glyceroyl)-L-phenylalanin 
• 97652-49-8 N-(O-Isopropyliden-D-glyceroyl)-L-phenylalanin-tert-butylester 
• 97652-46-5 N-(O-Isopropyliden-D-glyceroyl)-(S-benzyl)-L-cysteinmethylester 
• 201420-74-8 [(R)-2,2-dimethyl-1,3-dioxolan-4-yl](phenyl)methanol 
• 170164-82-6 (R)-1-(2,2-dimethyl-1,3-dioxolan-4-yl)-3-phenylpropan-1-one 
• 16354-97-5 [(R)-2,2-dimethyl-1,3-dioxolan-4-yl]phenylmethanone 

Relevant academic research and scientific papers

Preparation method of sofosbuvir key intermediate

The invention discloses a preparation method of a sofosbuvir key intermediate ((2R,3R,4R,5R)-3-(benzoyloxy)-5-chloro-4-fluoro-4-methyltetrahydrofuran-2-yl)benzoic acid methyl ester. The preparation method comprises the following steps: by using (R)-2,2-dimethyl-1,3-dioxolane-4-carboxylic acid as a starting material, performing acylating chlorination, performing a reaction with alpha-fluoropropionic acid, performing carbonyl reduction, performing hydroxyl protection, performing hydrolytic cyclization, performing hydroxymethyl protection, performing reduction, and performing chlorination to prepare the sofosbuvir key intermediate ((2R,3R,4R,5R)-3-(benzoyloxy)-5-chloro-4-fluoro-4-methyltetrahydrofuran-2-yl)benzoic acid methyl ester. The preparation scheme has a short synthetic route and a high yield, and avoids a fluorination reaction step in the synthetic process.

Synthetic studies towards 4,10-diaza-1,7-dioxaspiro[5.5]undecanes: access to 3-aza-6,8-dioxabicyclo[3.2.1]octan-2-one and 2H-1,4-oxazin-3(4H)-one frameworks

Synthetic approaches towards 4,10-diaza-1,7-dioxaspiro[5.5]undecanes starting from 1,3-dichloroacetone and solketal derivatives are explored. The method relies on the preparation of a key bis-substituted dihydroxy-protected oxime, which would undergo a final acidic deprotection-spiroacetalization process. Although the desired diazaspiroketal framework could not be obtained, our conditions led to the unexpected 3-aza-6,8-dioxabicyclo[3.2.1]octan-2-one 18 or to the oxazinone 32 in good yields.

A route to homochiral (S)-O-methyl mandelic acid and related α-alkoxy carboxylic acids from isopropylidene glycerol

An improved synthesis of the useful ketones 7 is described. These ketones are then further modified via a highly stereospecific reduction to give homochiral α-alkoxy carboxylic acids which are useful chiral auxiliaries and intermediates.

N-Acylation of Amino Acids with Glyceric Acid

Several amino acid esters were N-acylated by isopropylidene-D-glyceric acid chloride.The various blocking groups were selectively removed to yield N-D-glyceroyl-amino acids which are able to intra- or intermolecular condensation. - Keywords: N-(O-Isopropy

D-GLYCOPYRANOSYL PHENYLSULPHONES: ACYLATION OF THEIR LITHIATED ANIONS AND REDUCTIVE DESULFONYLATION OF THE RESULTING ACYLATED SULFONES. A SYNTHESIS OF α-D-GLYCOSIDES

The lithiated anion of 3,4,6-tri-O-t-butyldimethylsilyl-2-deoxy-α,β-D-glucopyranosyl phenylsulfone reacts with dimethylcarbonate and various phenyl esters to give stable acylated products.Subsequent reductive lithiation leads to enolates which ungergo kin