90493-96-2

Basic information

• Product Name: 1,3-dioxolane-4-carbonyl chloride, 2,2-dimethyl-
• Synonyms: 1,3-dioxolane-4-carbonyl chloride, 2,2-dimethyl-;2,2-Dimethyl-1,3-dioxolane-4-carbonylchloride;1,3-Dioxolane-4-carbonyl chloride, 2,2-dimethyl- (9CI)
• CAS NO: 90493-96-2
• Molecular Formula: C₆H₉ClO₃
• Molecular Weight: 164.58686
• Product Categories: ACIDHALIDE
• Mol File: 90493-96-2.mol
• Article Data: 11

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1,3-dioxolane-4-carbonyl chloride, 2,2-dimethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-dioxolane-4-carbonyl chloride, 2,2-dimethyl-(90493-96-2)
• EPA Substance Registry System: 1,3-dioxolane-4-carbonyl chloride, 2,2-dimethyl-(90493-96-2)

Safety Data

• Hazardous Substances Data: 90493-96-2(Hazardous Substances Data)

Usage

General Description

The chemical 1,3-dioxolane-4-carbonyl chloride, 2,2-dimethyl-, also known as dimethyl oxalyl chloride, is a colorless liquid that is commonly used in organic synthesis as a reagent for the introduction of the oxalyl group. It is a potent acylating agent and is used in the synthesis of various pharmaceuticals, agrochemicals, and dyes. It reacts violently with water and alcohols, and should be handled with extreme care due to its strong acidic and corrosive nature. This chemical is primarily used in the preparation of active pharmaceutical ingredients and is an important building block in organic chemistry.

Upstream product

• 83400-91-3 2,2-dimethyl-1,3-dioxolane-4-carboxylic acid potassium salt 
• 14028-61-6 Kaliumsalz der O-Isopropyliden-D-glycerinsaeure 
• 100-79-8 (R,S)-2,2-dimethyl-1,3-dioxolane-4-methanol 
• 5736-06-1 2,3-dihydroxypropionic acid isopropylidene ketal 
• 135547-99-8 2,2-dimethyl-1,3-dioxolane-4-carboxylic acid calcium salt 
• 5736-03-8 (d,l) isopropylidene glyceraldehyde 
• 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 
• 14028-61-6 potassium (R)-2,2-dimethyl-1,3-dioxolane-4-carboxylate 

Downstream Products

• 104017-05-2 phenyl 1,2-O-isopropylidene-D-glycerate 
• 73945-72-9 Benzoic acid 2-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-oxo-ethyl ester 
• 74006-37-4 2-(2',2'-Dimethyl-1',3'-dioxolan-4'-yl)-2-oxoethylbenzoate 
• 347848-71-9 1-((R)-2,2-Dimethyl-1,3-dioxolan-4-yl)-1-[(3S,4S)-3-((R)-1-hydroxyethyl)-4-(3-hydroxy-4-methoxyphenyl)-3-methylpyrrolidin-1-yl)methanone 
• 97652-54-5 N-(O-Isopropyliden-D-glyceroyl)-(S-benzyl)-L-cystein 
• 97652-53-4 N-(O-Isopropyliden-D-glyceroyl)-L-phenylalanin 
• 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 
• 949087-01-8 (+)-N,N'-{2-[(benzyloxy)imino]propane-1,3-diyl}bis{[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]carboxamide} 
• 855526-46-4 2,2-dimethyl-N-ethyl-N-phenyl-1,3-dioxolane-4-carboxamide 
• 97652-49-8 N-(O-Isopropyliden-D-glyceroyl)-L-phenylalanin-tert-butylester 
• 97652-46-5 N-(O-Isopropyliden-D-glyceroyl)-(S-benzyl)-L-cysteinmethylester 
• 97652-45-4 N-(O-Isopropyliden-D-glyceroyl)-L-phenylalaninmethylester 

Relevant articles and documents

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.

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