Description

1-N-Boc-pyrrolidin-2-ylboronic acid (CAS No. 149682-75-7) is a high-purity boronic acid derivative featuring a protected pyrrolidine scaffold with a tert-butoxycarbonyl (Boc) group. This compound, with the molecular formula C₉H₁₈BNO₄, is a versatile intermediate in organic synthesis, particularly in Suzuki-Miyaura cross-coupling reactions for the construction of complex heterocycles and bioactive molecules. The Boc group enhances stability while allowing selective deprotection under mild acidic conditions, making it ideal for multi-step synthetic routes. Suitable for research and pharmaceutical applications, this reagent is supplied as a white to off-white crystalline powder with ≥95% purity (HPLC). Store under inert conditions at 2-8°C to maintain stability.

Properties

• CAS Number: 149682-75-7
• Complexity: 239
• IUPAC Name: (1-tert-butoxycarbonylpyrrolidin-2-yl)boronic acid
• InChI: InChI=1S/C9H18BNO4/c1-9(2,3)15-8(12)11-6-4-5-7(11)10(13)14/h7,13-14H,4-6H2,1-3H3
• InChI Key: UIIUYLRUCQCTST-UHFFFAOYSA-N
• Exact Mass: 215.1328882
• Molecular Formula: C9H18BNO4
• Molecular Weight: 215.06
• SMILES: B(C1CCCN1C(=O)OC(C)(C)C)(O)O
• Topological: 70
• Monoisotopic Mass: 215.1328882
• Synonyms: 149682-75-7, 1-N-Boc-pyrrolidin-2-ylboronic acid, 1-PYRROLIDINECARBOXYLIC ACID, 2-BORONO-, 1-(1,1-DIMETHYLETHYL) ESTER, MFCD02183523, [1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidin-2-yl]boronic Acid, {1-[(tert-butoxy)carbonyl]pyrrolidin-2-yl}boronic acid, N-Boc-pyrrolidin-2-ylboronic acid, 1-Boc-Pyrrolidine-2-boronic acid, (1-(TERT-BUTOXYCARBONYL)PYRROLIDIN-2-YL)BORONIC ACID, 1-(tert-butoxycarbonyl)pyrrolidin-2-ylboronic acid, 1-(tert-butoxycarbonyl)pyrrolidin-2-yl-2-boronic acid, C9H18BNO4, 2-Borono-1-pyrrolidinecarboxylicacid1-(1,1-dimethylethyl)ester, [1-(tert-Butoxycarbonyl)pyrrolidin-2-yl]boronic Acid; NT 0187; 2-Borono-1-pyrrolidinecarboxylic Acid 1-(1,1-Dimethylethyl) Ester, 2-BORONO-1-PYRROLIDINECARBOXYLIC ACID 1-(1,1-DIMETHYLETHYL) ESTER, (1-tert-butoxycarbonylpyrrolidin-2-yl)boronic acid, 1-N-Boc-pyrrolidin-2-ylboronicacid, 1-N-Boc-pyrrolidine-2-boronic acid, SCHEMBL4606763, DTXSID70376284, UIIUYLRUCQCTST-UHFFFAOYSA-N, (+/-)-1-(T-BUTOXYCARBONYL)-PYRROLIDINE-2-BORONIC ACID, BCP21345, CS-D0287, N-Boc-pyrrolidin-2-yl]boronic Acid, AKOS015919004, AB11497, AC-4705, DS-12270, SY039722, DB-011810, DB-085636, EN300-105452, 1-(1,1-Dimethylethyl) 2-borono-1-pyrrolidinecarboxylate, 1-(tert-butoxycarbonyl)pyrrolidin-2-ylboronicacid;1-N-Boc-Pyrrolidin-2-ylboronic acid

1-N-Boc-pyrrolidin-2-ylboronic acid is widely used in medicinal chemistry for the synthesis of protease inhibitors and peptidomimetics. It serves as a key building block in palladium-catalyzed cross-coupling reactions to introduce pyrrolidine motifs into drug candidates. Researchers also employ it in the development of boron-containing therapeutics due to its hydrolytic stability and compatibility with diverse reaction conditions. Its Boc-protected amine functionality allows for orthogonal deprotection strategies in solid-phase peptide synthesis (SPPS).

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