Description

tert-butyl 2-((4R,6S)-6-formyl-2,2-dimethyl-1,3-dioxan-4-yl)acetate (CAS No. 124752-23-4) is a high-purity chiral intermediate with the molecular formula C₁₃H₂₂O₅. This compound features a dioxane ring with formyl and tert-butyl acetate functional groups, making it a valuable building block for asymmetric synthesis and pharmaceutical research. Its stereochemistry (4R,6S) ensures precise reactivity in enantioselective transformations. Ideal for use in API development, catalysis, and fine chemical synthesis, this product is rigorously tested for identity, purity, and stability via HPLC, GC, and NMR. Supplied in sealed containers under inert gas to prevent degradation.

Properties

• CAS Number: 124752-23-4
• Complexity: 316
• IUPAC Name: tert-butyl 2-[(4R,6S)-6-formyl-2,2-dimethyl-1,3-dioxan-4-yl]acetate
• InChI: InChI=1S/C13H22O5/c1-12(2,3)18-11(15)7-9-6-10(8-14)17-13(4,5)16-9/h8-10H,6-7H2,1-5H3/t9-,10+/m1/s1
• InChI Key: JEFQIIXBSQLRTF-ZJUUUORDSA-N
• Exact Mass: 258.14672380
• Molecular Formula: C13H22O5
• Molecular Weight: 258.31
• SMILES: CC1(O[C@H](C[C@H](O1)C=O)CC(=O)OC(C)(C)C)C
• Topological: 61.8
• Monoisotopic Mass: 258.14672380
• Synonyms: 124752-23-4, tert-Butyl (4R-cis)-6-formaldehydel-2,2-dimethyl-1,3-dioxane-4-acetate, tert-butyl 2-((4R,6S)-6-formyl-2,2-dimethyl-1,3-dioxan-4-yl)acetate, Tert-butyl 2-[(4R,6S)-6-formyl-2,2-dimethyl-1,3-dioxan-4-yl]acetate, 123185-87-5, MFCD02093270, DL-erythro-Hexuronic acid, 3,5-dideoxy-2,4-O-(1-methylethylidene)-,1,1-dimethylethyl ester, JEFQIIXBSQLRTF-ZJUUUORDSA-N, C13H22O5, SCHEMBL31545, DTXSID00432302, DISCONTINUED. See H946660, AKOS015896411, CS-W022974, DS-1222, s10809, AC-24413, EN300-7370884, Z1741976913, tert-Butyl [(4R,6S)-6-formyl-2,2-dimethyl-1,3-dioxan-4-yl]acetate, tert-Butyl 2-(rel-(4R,6S)-6-formyl-2,2-dimethyl-1,3-dioxan-4-yl)acetate, tert-Butyl 3,5-dideoxy-2,4-O-(1-methylethylidene)-L-erythro-hexuronate, tert-Butyl2-(rel-(4R,6S)-6-formyl-2,2-dimethyl-1,3-dioxan-4-yl)acetate, Tert.butyl-2 [(4R, 6S)-6-Formyl-2,2-dimethyl-1,3-dioxan-4-yl]acetate, Tert.butyl-2 [(4R,6S)-6-Formyl-2,2-dimethyl-1,3-dioxan-4-yl]acetate

Application

This compound serves as a key chiral synthon in the synthesis of statin-class pharmaceuticals, particularly for side-chain intermediates. It is utilized in asymmetric hydrogenation and cross-coupling reactions to construct complex stereocenters. Researchers also employ it in medicinal chemistry for probing enzyme inhibition or as a precursor to bioactive molecules.

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