57044-24-3

Basic information

• Product Name: (R)-(+)-4-CHLOROMETHYL-2,2-DIMETHYL-1,3-DIOXOLANE
• Synonyms: (R)-(+)-4-CHLOROMETHYL-2,2-DIMETHYL-1,3-DIOXOLANE;(R)-4-(CHLOROMETHYL)-2,2-DIMETHYL-1,3-DIOXOLANE;(R)-3-CHLORO-1,2-PROPANEDIOL ACETONIDE;1,3-DIOXOLANE, 4-(CHLOROMETHYL)-2,2-DIMETHYL-, (4R)-;R-Chloropropanediol acetonide;(R)-2,2-Dimethyl-4-Chloromethyl-1,3-Dioxolane;(R)-(+)-4-CHLOROMETHYL-2,2-DIMETHYL-1,3-DIOXOLANE , EE 98%;(R)-(+)-4-CHLOROMETHYL-2,2-DIMETHYL-1,3-DIOXOLANE, 98%, EE 9
• CAS NO: 57044-24-3
• Molecular Formula: C₆H₁₁ClO₂
• Molecular Weight: 150.6
• EINECS: -0
• Product Categories: Heterocyclic Compounds;Chiral Building Blocks;Organic Building Blocks;Protected Alcohols
• Mol File: 57044-24-3.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 63 °C37 mm Hg(lit.)
• Flash Point: 123 °F
• Appearance: /
• Density: 1.103 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.434(lit.)
• BRN: 4654188
• CAS DataBase Reference: (R)-(+)-4-CHLOROMETHYL-2,2-DIMETHYL-1,3-DIOXOLANE(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(+)-4-CHLOROMETHYL-2,2-DIMETHYL-1,3-DIOXOLANE(57044-24-3)
• EPA Substance Registry System: (R)-(+)-4-CHLOROMETHYL-2,2-DIMETHYL-1,3-DIOXOLANE(57044-24-3)

Safety Data

• Hazard Codes: Xi
• Statements: 10-41
• Safety Statements: 16-26-36
• RIDADR: UN 1993 3/PG 3
• WGK Germany: 3
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 57044-24-3(Hazardous Substances Data)

Usage

Chemical Properties

Clear colorless to yellow liquid

Uses

Different sources of media describe the Uses of 57044-24-3 differently. You can refer to the following data:
1. (R)-4-Chloromethyl-2,2-dimethyl-1,3-dioxolane is often used in biosynthetic preparations.
2. Utilized in the preparation of both enantiomers of the orally active antifungal azolic agent ketoconazole.

Upstream product

• 22323-82-6 (S)-(+)-(2,2-dimethyl-[1,3]dioxolan-4-yl)methanol 
• 57090-45-6 (2R)-3-chloro-1,2-propanediol 
• 67-64-1 acetone 
• 51594-55-9 (R)-(-)-epichlorohydrin 
• 60-29-7 diethyl ether 

Downstream Products

• 1189047-42-4 (S)-6-(2,3-dihydroxypropyl)-4-(2-fluoro-4-iodophenylamino)-1-methyl-1,6-naphthyridine-2,5(1H,6H)-dione 
• 28319-77-9 L-glycero-3-phosphorylcholine 
• 1198171-26-4 (S)-4-((4-bromo-3-(difluoromethyl)phenoxy)methyl)-2,2-dimethyl-1,3-dioxolane 
• 1198171-28-6 (S)-2-(difluoromethyl)-4-((2,2-dimethyl-1,3-dioxolan-4-yl)methoxy)benzaldehyde 
• 155550-71-3 (R)-isopropylidene glycerol hemiphthalate 
• 1193104-15-2 (R)-2,2-dimethyl-4-[(3-nitrophenoxy)methyl]-1,3-dioxolane 
• 1193104-16-3 (R)-3-((2,2-dimethyl-1,3-dioxolan-4-yl)methoxy)aniline 
• 1423569-15-6 (S)-2,2-dimethyl-4-((4-(2-(4-((R)-oxiran-2-ylmethoxy)phenyl)propan-2-yl)phenoxy)methyl)-1,3-dioxolane 
• 1414569-05-3 (S)-3-((2,2-dimethyl-1,3-dioxolan-4-yl)methoxy)-4-methyl-1-phenyl-1H-pyrazol-5-amine 
• 1609550-66-4 C₁₉H₂₀FN₅O₃ 
• 1609550-65-3 C₁₉H₁₈FN₅O₅ 
• 1609550-71-1 C₁₉H₁₉FN₄O₃ 
• 1193104-39-0 (S)-3-[(2,2-dimethyl-1,3-dioxolan-4-yl)methoxy]benzoic acid 

Relevant articles and documents

Synthesis method of intermediate

The invention provides a synthetic method of sofosbuvir intermediate (2E)-3-[(4S)-2,2-dimethyl-1,3-dioxolame-4-yl]-2-methyl-2-ethyl acrylate. The synthetic method adopts (R)-epoxy chloropropane as a raw material, and the sofosbuvir intermediate can be obtained by virtue of the acetonylidene protection and phosphorylation of triethyl phosphite, and the reaction with ethyl pyruvate. According to thesynthetic method, the (R)-epoxy chloropropane is used as the raw material and is low in price and easy to obtain; and other raw materials are conventional products in the market, so that the industrialized production cost is greatly decreased, the production cost of the intermediate can be reduced by 30 percent or more, the purity of a prepared target product is high, and the industrialized production prospect is great.

Synthetic method of resolving agent hydrogen isopropylidene glycerol phthalate

The invention relates to a resolving agent hydrogen isopropylidene glycerol phthalate. In the method, (S)-(-)-4-chloromethyl-2,2-dimethyl-1,3-dioxolane or (R)-(+)-4-chloromethyl-2,2-dimethyl-1,3-dioxolane is employed as a raw material and is reacted with hydrogen potassium phthalate to generate S/R-hydrogen isopropylidene glycerol phthalate. Compared with the prior art, the resolving agent is prepared directly from a commercial chiral raw material to directly synthesize the resolving agent hydrogen isopropylidene glycerol phthalate in a one-step manner. The raw materials are easy to obtain and are low in cost.

Process for preparation of 1,3-dioxolane-4-methanol compounds

PCT No. PCT/JP97/03165 Sec. 371 Date Feb. 8, 1999 Sec. 102(e) Date Feb. 8, 1999 PCT Filed Sep. 9, 1997 PCT Pub. No. WO98/11087 PCT Pub. Date Mar. 19, 1998A process for preparing easily and economically a 1,3-dioxolane-4-methanol compound in a racemic form or an optically active form with high purity and in high yield. The process comprises reacting an alkali metal or alkaline earth metal salt of an alcohol or a carboxylic acid with a halogenomethyl-1,3-dioxolane which is prepared by acetalizing a halogeno-1,2-propanediol of a formula (1) wherein X is a halogen atom, in an acid catalyst to conduct esterification or etherification, and then hydrolyzing the ester group and hydrogenolyzing the ether group to prepare a 1,3-dioxolane-4-methanol compound of a formula (5) wherein R1 and R2 are hydrogen atom, alkyl having 1 to 4 carbon atoms or phenyl, and R1 and R2 may form a cycloalkyl ring having 3 to 6 carbon atoms with the adjacent carbon atoms.