Description

tert-Butyl 4-formyl-2,2-dimethyloxazolidine-3-carboxylate (CAS No. 127589-93-9) is a highly versatile chiral building block widely used in organic synthesis and pharmaceutical research. This compound, with the molecular formula C₁₁H₁₉NO₄, is a protected form of Garner’s aldehyde, offering excellent stability and reactivity for asymmetric synthesis. It features a tert-butyloxycarbonyl (Boc) protecting group and a formyl functional group, making it ideal for the preparation of amino alcohols, peptides, and other bioactive molecules. The compound is supplied as a high-purity solid (>98%) with rigorous QC testing to ensure consistency for research applications. Its stereochemical purity and robust synthetic utility make it a preferred choice for medicinal chemists and researchers developing novel therapeutics.

Properties

• CAS Number: 127589-93-9
• Complexity: 293
• IUPAC Name: tert-butyl 4-formyl-2,2-dimethyl-oxazolidine-3-carboxylate
• InChI: InChI=1S/C11H19NO4/c1-10(2,3)16-9(14)12-8(6-13)7-15-11(12,4)5/h6,8H,7H2,1-5H3
• InChI Key: PNJXYVJNOCLJLJ-UHFFFAOYSA-N
• Exact Mass: 229.13140809
• Molecular Formula: C11H19NO4
• Molecular Weight: 229.27
• SMILES: CC1(N(C(CO1)C=O)C(=O)OC(C)(C)C)C
• Topological: 55.8
• Monoisotopic Mass: 229.13140809
• Synonyms: 127589-93-9, tert-Butyl 4-formyl-2,2-dimethyloxazolidine-3-carboxylate, tert-butyl 4-formyl-2,2-dimethyl-1,3-oxazolidine-3-carboxylate, 3-Oxazolidinecarboxylic acid, 4-formyl-2,2-dimethyl-, 1,1-dimethylethyl ester, Garner’s aldehyde [MI], MFCD04221008, 3-N-Boc-4-Formyl-2,2-dimethyl-oxazolidine, B6JGL2TOFZ, 3-Boc-2,2-dimethyloxazolidine-4-carbaldehyde, 1,1-Dimethylethyl 4-formyl-2,2-dimethyl-1,3-oxazolidine-3-carboxylate, 4-Formyl-2,2-dimethyl-3-oxazolidinecarboxylic acid 1,1-dimethylethyl ester, 3-Boc-2,2-dimethyloxazolidine-4-carboxaldehyde, (+/-)-, 4-Formyl-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester, UNII-B6JGL2TOFZ, (R)-N-Boc-2,2-dimethyloxazolidine-4-carbaldehyde, 1,1-DIMETHYLETHYL-(R,S)-4-FORMYL-2,2-DIMETHYL-3-OXAZOLIDINECARBOXYLATE, SCHEMBL222671, tert-Butyl4-formyl-2,2-dimethyloxazolidine-3-carboxylate, DTXSID80394595, PNJXYVJNOCLJLJ-UHFFFAOYSA-N, BCP23767, CS-D0860, tert-Butyl (S)-(-)-4-formyl-2,2-Dimethyl-3-oxazolidinecarboxylate;tert-Butyl (S)-(-)-4-formyl-2,2-Dimethyl-3-oxazolidinecarboxylate, BBL102440, SBB059540, STL556242, AKOS015911939, PB39398, PB43976, SB32614, AS-48418, DA-13010, SY008971, SY025867, SY153627, DB-080331, ST51044499, EN300-135814, F30853, (S)-N-Boc-2,2-dimethyloxazolindine-4-carboxaldehyde, Q27274439, (+/-)-3-boc-2,2-dimethyloxazolidine-4-carboxaldehyde, (R)-(+)-3-Boc-2,2-dimethyloxazolidine-5-carboxaldehyde, 1,1-dimethylethyl 4-formyl-2,2-dimethyl-oxazolidine-3-carboxylate, (SR)-4-formyl-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester, 3-Oxazolidinecarboxylicacid,4-formyl-2,2-dimethyl-,1,1-dimethylethyl ester, 4-Formyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

tert-Butyl 4-formyl-2,2-dimethyloxazolidine-3-carboxylate is a key intermediate in the synthesis of chiral amino alcohols and peptidomimetics. It is widely used in asymmetric aldol reactions and nucleophilic additions to construct complex molecular architectures. Researchers employ this compound in the development of protease inhibitors, antibiotics, and other pharmacologically active compounds. Its stability under various reaction conditions makes it suitable for multi-step synthetic routes.

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