242810-01-1

Basic information

• Product Name: 2-[2,2-dimethyl-5-oxo-1,3-dioxolan-4-yl]acetic acid benzyl ester
• Synonyms: 2-[2,2-dimethyl-5-oxo-1,3-dioxolan-4-yl]acetic acid benzyl ester
• CAS NO: 242810-01-1
• Molecular Weight: 264.278
• Mol File: 242810-01-1.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 2-[2,2-dimethyl-5-oxo-1,3-dioxolan-4-yl]acetic acid benzyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[2,2-dimethyl-5-oxo-1,3-dioxolan-4-yl]acetic acid benzyl ester(242810-01-1)
• EPA Substance Registry System: 2-[2,2-dimethyl-5-oxo-1,3-dioxolan-4-yl]acetic acid benzyl ester(242810-01-1)

Safety Data

• Hazardous Substances Data: 242810-01-1(Hazardous Substances Data)

Upstream product

• 100-44-7 benzyl chloride 
• 113278-68-5 2-[(4S)-2,2-dimethyl-5-oxo-1,3-dioxolan-4-yl]acetic acid 
• 100-51-6 benzyl alcohol 
• 77-76-9 2,2-dimethoxy-propane 
• 100-39-0 benzyl bromide 

Downstream Products

• 117098-33-6 2-(2-bromoacetoxy)succinic acid 4-benzyl ester 
• 117098-34-7 3(S)-[(benzyloxycarbonyl)methyl]-1,4-dioxane-2,5-dione 
• 1049023-31-5 3,6-(S)-[di(benzyloxycarbonyl)methyl]-1,4-dioxane-2,5-dione 
• 1236311-07-1 4-benzyl-1-isopropyl-2-hydroxysuccinate 
• 1236311-09-3 4-benzyl-1-isopropyl-2-acetoxysuccinate 
• 1236311-11-7 4-benzyl-1-neopentylyl-2-acetoxysuccinate 

Relevant articles and documents

L-malic acid dimer impurity and preparation method thereof

The invention provides an L-malic acid dimer impurity and a preparation method thereof. The L-malic acid dimer impurity (impurity X) is discovered and separated for the first time, and has a structureshown in the specification. The preparation method of the impurity X comprises the following steps: (1) protecting a carboxyl group at one side of L-malic acid to obtain a compound 1; (2) protectinga carboxyl group at the other side of the compound 1 to obtain a compound 2; (3) hydrolyzing the compound 2 under the condition of acetic acid/water/tetrahydrofuran to obtain a compound 3; (4) dehydrating and condensing the compound 3 to obtain a compound 4; and (5) hydrogenating the compound 4 to remove benzyl groups to obtain the impurity X. The impurity spectrum of malic acid stability researchis expanded, and the improvement of the malic acid quality standard is promoted. The compound property of the L-malic acid dimer impurity is studied, and the L-malic acid dimer impurity has positiveguiding significance for selection of storage conditions of malic acid.

Unexpected effect of cyclodepsipeptides bearing a sulfonylhydrazide moiety towards histone deacetylase activity

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Synthesis and organocatalytic ring-opening polymerization of cyclic esters derived from l-malic acid

The synthesis of 3-(S)-[(benzyloxycarbonyl)methyl]-1,4-dioxane-2,5-dione (BMD) and 3,6-(S)-[di(benzyloxycarbonyl)methyl]-1,4-dioxane-2,5-dione (malide) from commercially available l-malic acid is reported. Ring-opening polymerization (ROP) studies of BMD are reported showing that the controlled ROP of this monomer is possible in the absence of transesterification side reactions, despite the presence of side-chain esters, using 1-(3,5- bis(trifluoromethyl)phenyl)-3-cyclohexylthiourea and (-)-sparteine to catalyze the polymerization. The ROP of malide with this system was ineffective. Investigation of the effect of initiating species revealed that the electronic nature of the alcohol had a greater effect on the ultimate molecular weight and hence initiator efficiency than steric considerations. Deprotection of the resultant poly(BMD) using H2 and Pd/C resulted in hydrophilic poly(glycolic-co-malic acid)s (PGMAs) that were able to undergo autocatalytic degradation in dilute H2O solution such that complete degradation was observed within 6 days.