116857-05-7

Basic information

• Product Name: trans-4,5-Dichloro-4,5-diMethyl-1,3-dioxolan-2-one
• Synonyms: trans-4,5-Dichloro-4,5-diMethyl-1,3-dioxolan-2-one
• CAS NO: 116857-05-7
• Molecular Formula: C4H4Cl2O4
• Molecular Weight: 186.97816
• Product Categories: Intermediates;Chiral Reagents, Heterocycles, Intermediates;Chiral Reagents;Heterocycles
• Mol File: 116857-05-7.mol

Chemical Properties

• Boiling Point: 252.3±30.0 °C(Predicted)
• Appearance: /
• Density: 1.46±0.1 g/cm3(Predicted)
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility: Chloroform, DMSO (Slightly), Methanol (Slightly)
• Stability: Moisture Sensitive
• CAS DataBase Reference: trans-4,5-Dichloro-4,5-diMethyl-1,3-dioxolan-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: trans-4,5-Dichloro-4,5-diMethyl-1,3-dioxolan-2-one(116857-05-7)
• EPA Substance Registry System: trans-4,5-Dichloro-4,5-diMethyl-1,3-dioxolan-2-one(116857-05-7)

Safety Data

• Hazardous Substances Data: 116857-05-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
trans-4,5-Dichloro-4,5-diMethyl-1,3-dioxolan-2-one is used as a key intermediate in the synthesis of various prodrugs for enhancing the bioavailability and pharmacokinetic properties of active pharmaceutical ingredients. Its unique structure allows for the formation of prodrugs that can be easily converted into their active forms in the body, improving the overall efficacy and safety of the drug.
In the preparation of prodrugs, trans-4,5-Dichloro-4,5-diMethyl-1,3-dioxolan-2-one serves as a valuable building block, enabling the development of new therapeutic agents with improved properties, such as better solubility, stability, and targeted delivery. This, in turn, contributes to the advancement of innovative drug formulations and the treatment of various medical conditions.

Upstream product

• 37830-90-3 4,5-Dimethyl-1,3-dioxole-2-one 
• 75-44-5 phosgene 
• 431-03-8 dimethylglyoxal 
• 32315-10-9 bis(trichloromethyl) carbonate 

Relevant articles and documents

The addition of phosgene to 2,3-butanedione: A facile synthetic entry into the 4,5-dichloro-1,3-dioxolan-2-one family

The addition of phosgene to 1,2-Diketones at room temperature constitutes a facile entry into the 1,3-dioxolan-2-one family.

Method for synthesizing 4, 5-dimethyl-1, 3-dioxole-2-one

The invention discloses a method for synthesizing 4, 5-dimethyl-1, 3-dioxole-2-one, which comprises the following steps: step 1, cyclizing 2, 3-butanedione and triphosgene to obtain 4, 5-dichloro-4, 5-dimethyl-1, 3-dioxole-2-one, and carrying out dechlorination on the 4, 5-dichloro-4, 5-dimethyl-1, 3-dioxole-2-one under the action of a reduction reagent to prepare 4, 5-dimethyl-1, 3-dioxole-2-one.The method is mild in condition, simple and efficient.

A Convenient and Practical Preparation of 4-Chloromethyl-5-methyl-1,3-dioxol-2-one

A new synthetic method for 4-chloromethyl-5-methyl-1,3-dioxol-2-one (1c), which is useful for preparing prodrugs, has been developed.Ene-chlorination of 4,5-dimethyl-1,3-dioxol-2-one (2) with chlorine or sulfuryl chloride afforded 4-chloro-4-methyl-5-methylene-1,3-dioxolan-2-one (3) in good yield.Compound 3 underwent allylic rearrangement to afford 1c quantitatively.The overall yield of 1c from 2 was approximately 80percent. Keywords---4-chloromethyl-5-methyl-1,3-dioxol-2-one; 4,5-dimethyl-1,3-dioxol-2-one; 4-chloro-4-methyl-5-methylene-1,3-dioxolan-2-one; ene-chlorination; allylic rearrangement; (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl group; promoiety; prodrug