Description

1-tert-butyl 2-methyl (2S,3S)-3-hydroxypyrrolidine-1,2-dicarboxylate (CAS: 184046-78-4) is a high-purity chiral building block extensively utilized in pharmaceutical research and organic synthesis. With the molecular formula C₁₁H₁₉NO₅, this compound features a stereochemically defined (2S,3S)-3-hydroxypyrrolidine backbone, protected by tert-butyloxycarbonyl (Boc) and methyl ester groups, ensuring stability and reactivity in diverse synthetic pathways. Its well-characterized structure makes it invaluable for the preparation of bioactive molecules, peptidomimetics, and asymmetric catalysts. Supplied as a white to off-white crystalline solid, it is rigorously tested via HPLC, NMR, and mass spectrometry to guarantee ≥95% purity, meeting stringent research standards. Store under inert conditions at 2-8°C to maintain integrity.

Properties

• CAS Number: 184046-78-4
• Complexity: 309
• IUPAC Name: O1-tert-butyl O2-methyl (2S,3S)-3-hydroxypyrrolidine-1,2-dicarboxylate
• InChI: InChI=1S/C11H19NO5/c1-11(2,3)17-10(15)12-6-5-7(13)8(12)9(14)16-4/h7-8,13H,5-6H2,1-4H3/t7-,8-/m0/s1
• InChI Key: SVSSZFBZFUSINI-YUMQZZPRSA-N
• Exact Mass: 245.12632271
• Molecular Formula: C11H19NO5
• Molecular Weight: 245.27
• SMILES: CC(C)(C)OC(=O)N1CC[C@@H]([C@H]1C(=O)OC)O
• Topological: 76.1
• Monoisotopic Mass: 245.12632271
• Synonyms: 184046-78-4, 1-tert-butyl 2-methyl (2S,3S)-3-hydroxypyrrolidine-1,2-dicarboxylate, 1449588-25-3, (2S,3S)-1-(TERT-BUTOXYCARBONYL)-3-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID METHYL ESTER, (2S,3S)-1-(tert-Butoxycarbonyl)-3-hydroxy-pyrrolidine-2-carboxylic acid methyl ester, N-(TERT-BUTOXYCARBONYL)-(3S)-HYDROXY-L-PROLINE METHYL ESTER, BOC-(2S,3S)-3-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID METHYL ESTER, (2S,3S)-3-Hydroxy-1,2-pyrrolidinedicarboxylic acid 1-tert-Butyl 2-Methyl Ester, 1-O-tert-butyl 2-O-methyl (2S,3S)-3-hydroxypyrrolidine-1,2-dicarboxylate, MFCD19440825, 1-(tert-Butyl) 2-methyl (2S,3S)-3-hydroxypyrrolidine-1,2-dicarboxylate, SVSSZFBZFUSINI-YUMQZZPRSA-N, SCHEMBL91558, VT1198, AKOS025403734, CS-W004163, AS-54750, DB-353331, (2S,3S) 2-Methyl N-Boc-3-hydroxypyrrolidine-2-carboxylate, Methyl (2S,3S)-1-(Boc)-3-hydroxypyrrolidine-2-carboxylate, (2s,3s)-1-tert-butyl2-methyl3-hydroxypyrrolidine-1,2-dicarboxylate, 1-t-Butyl 2-methyl (2S,3S)-3-hydroxypyrrolidine-1,2-dicarboxylate, (2S,3S)-N-tert-Butoxycarbonyl-3-hydroxy-2-pyrrolidinecarboxylic acid methyl ester, (2S,3S)-N-tert-Butyloxycarbonyl-3-hydroxy-2-pyrrolidinecarboxylic acid methyl ester

Application

This compound serves as a key intermediate in the synthesis of chiral pharmaceuticals, particularly for protease inhibitors and antiviral agents. Its hydroxyl and carboxylate functionalities enable selective modifications, facilitating the construction of complex heterocycles. Researchers employ it in asymmetric catalysis and as a precursor for novel bioactive scaffolds in medicinal chemistry.

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