Description

(2S,3R)-Ethyl 3-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,3-dihydroxy-2-methylpropanoate (CAS: 93635-76-8) is a high-purity chiral compound with the molecular formula C₁₁H₂₀O₆. This ester derivative features a dioxolane-protected diol group, making it a valuable intermediate in organic synthesis and asymmetric catalysis. Its stereochemically defined structure ((2S,3R)-(R)-configuration) ensures precise reactivity in enantioselective transformations. Ideal for pharmaceutical research, this compound is supplied as a colorless to pale-yellow liquid or low-melting solid with ≥95% purity (HPLC). Store under inert gas at 2-8°C to maintain stability. Suitable for use in NMR, LC-MS, and as a building block for complex bioactive molecules.

Properties

• CAS Number: 93635-76-8
• Complexity: 290
• IUPAC Name: ethyl (2S,3R)-3-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,3-dihydroxy-2-methyl-propanoate
• InChI: InChI=1S/C11H20O6/c1-5-15-9(13)11(4,14)8(12)7-6-16-10(2,3)17-7/h7-8,12,14H,5-6H2,1-4H3/t7-,8-,11+/m1/s1
• InChI Key: BHCHXRCKXIVVCN-XLDPMVHQSA-N
• Exact Mass: 248.12598835
• Molecular Formula: C11H20O6
• Molecular Weight: 248.27
• SMILES: CCOC(=O)[C@](C)([C@@H]([C@H]1COC(O1)(C)C)O)O
• Topological: 85.2
• Monoisotopic Mass: 248.12598835
• Synonyms: 93635-76-8, (2S,3R)-Ethyl 3-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,3-dihydroxy-2-methylpropanoate, ethyl (2S,3R)-3-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,3-dihydroxy-2-methylpropanoate, 4,5-O-ISOPROPYLIDENE-2-C-METHYL-D-ARABINONATE, D-Arabinonic acid, 2-C-methyl-4,5-O-(1-methylethylidene)-, ethyl ester, 2-C-Methyl-4,5-O-(1-methylethylidene)-D-arabinonic acid ethyl ester, MFCD11112138, (2S,3R)-3-((4R)-2,2-Dimethyldioxolan-4-yl)-2-methyl-2,3-dihydroxypropanoic acid ethyl ester, D-Arabinonic acid, 2-C-Methyl-4,5-O-(1-Methylethylidene)-,ethyl ester, BHCHXRCKXIVVCN-XLDPMVHQSA-N, ethyl (2S,3R)-3-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,3-dihydroxy-2-methylpropanoate, C11H20O6, SCHEMBL768088, DTXSID50680992, CS-M2472, D-ARABINONIC ACID,2-C-METHYL-4,5-O-(1-METHYLETHYLIDENE)-,ETHYL ESTER;(2S,3R)-Ethyl 3-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,3-dihydroxy-2-methylpropanoate, AKOS022172906, FD30078, AC-28966, AS-19467, (2s, 3r)-3-[(4r)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2,3-dihydroxy-2-methyl-propionic acid ethyl ester, (2S,3R)-3-[(4R)-2,2-Dimethyl-[1,3]-dioxolan-4-yl]-2,3-dihydroxy-2-methyl-propionic acid ethyl ester, (2s,3r)-3-[(4r)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2,3-dihydroxy-2-methyl-propionic acid ethyl ester

This compound serves as a key chiral synthon in the synthesis of antiviral agents and enzyme inhibitors due to its rigid dioxolane scaffold. Researchers employ it in asymmetric aldol reactions and glycosylation studies. The protected diol functionality enables selective deprotection strategies for polyol synthesis. It has demonstrated utility in carbohydrate chemistry for modifying nucleoside analogs.

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