Description

1-(tert-Butoxycarbonyl)-2-pyrroleboronic Acid (CAS No. 135884-31-0) is a high-purity boronic acid derivative with the molecular formula C₉H₁₄BNO₄. This compound, also known as [1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrol-2-yl]boronic acid, is a valuable building block in organic synthesis, particularly in Suzuki-Miyaura cross-coupling reactions. The tert-butoxycarbonyl (Boc) protecting group enhances stability and selectivity, making it ideal for peptide coupling and pharmaceutical intermediate synthesis. With a molecular weight of 211.03 g/mol, this white to off-white crystalline powder is rigorously tested for quality (≥95% purity by HPLC) and is supplied in moisture-resistant packaging to ensure long-term stability. Suitable for research and industrial applications, it is stored at 2-8°C to maintain integrity.

Properties

• CAS Number: 135884-31-0
• Complexity: 239
• IUPAC Name: (1-tert-butoxycarbonylpyrrol-2-yl)boronic acid
• InChI: InChI=1S/C9H14BNO4/c1-9(2,3)15-8(12)11-6-4-5-7(11)10(13)14/h4-6,13-14H,1-3H3
• InChI Key: ZWGMJLNXIVRFRJ-UHFFFAOYSA-N
• Exact Mass: 211.1015881
• Molecular Formula: C9H14BNO4
• Molecular Weight: 211.03
• SMILES: B(C1=CC=CN1C(=O)OC(C)(C)C)(O)O
• Topological: 71.7
• Monoisotopic Mass: 211.1015881
• Synonyms: 1-(tert-Butoxycarbonyl)-2-pyrroleboronic Acid, 688-503-7, 135884-31-0, N-Boc-2-pyrroleboronic acid, N-Boc-pyrrole-2-boronic acid, 1-BOC-pyrrole-2-boronic acid, 1-(T-Butoxycarbonyl)Pyrrole-2-Boronic Acid, MFCD01318939, 1-(TERT-BUTOXYCARBONYL)PYRROLE-2-BORONIC ACID, (1-(tert-Butoxycarbonyl)-1H-pyrrol-2-yl)boronic acid, 1-(tert-butoxycarbonyl)-1H-pyrrol-2-ylboronic acid, 1-N-BOC-PYRROLE-2-BORONIC ACID, N-BOC-PYRRYL-BORONIC ACID, [1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrol-2-yl]boronic Acid, {1-[(tert-butoxy)carbonyl]-1H-pyrrol-2-yl}boronic acid, [1-(tert-butoxycarbonyl)-1H-pyrrol-2-yl]boronic acid, C9H14BNO4, N-Boc-2-pyrroleboronicacid, BOC-PYRROLE-2-BORONIC ACID, N-Boc-2-pyrroleboronic Acid; 2-Borono-1H-pyrrole-1-carboxylic Acid 1-(1,1-Dimethylethyl) Ester; (1-(tert-Butoxycarbonyl)pyrrole-2-yl)boronic Acid; [1-[[(1,1-Dimethylethyl)oxy]carbonyl]-1H-pyrrol-2-yl]boronic Acid;, tert-Butyl 2-borono-1H-pyrrole-1-carboxylate, 1H-PYRROLE-1-CARBOXYLIC ACID, 2-BORONO-, 1-(1,1-DIMETHYLETHYL) ESTER, N-Boc-pyrroyl-boronic acid, SCHEMBL69996, 1-(tert-Butoxycarbonyl)-1H-pyrrole-2-boronic acid, 1-Boc-2-pyrroleboronic Acid, 1-TERT-BUTOXYCARBONYL-2-PYRROLYLBORONIC ACID, (1-TERT-BUTOXYCARBONYLPYRROL-2-YL)BORONIC ACID, CHEMBL3236896, DTXSID20370212, 1-(Boc)-pyrrole-2-boronic acid, ZWGMJLNXIVRFRJ-UHFFFAOYSA-N, 1-N-(BOC)pyrrole-2-boronic acid, BCP22387, N-BOC-2-PYRROLYLBORONIC ACID, AKOS004116328, CS-W008699, FB18983, GS-6721, PB17209, 1-t-butoxycarbonylpyrrole-2-boronic acid, NCGC00249565-01, 1-t-butoxycarbonylpyrrol-2-ylboronic acid, AC-26886, BP-30246, HY-32959, SY007784, N-terbutoxycarbonyl-pyrrole-2-boronic acid, 1-t-butoxycarbonylpyrrol-2-yl boronic acid, 1-tert-butoxycarbonyl-2-pyrroleboronic acid, 1-tert-butoxycarbonylpyrrole-2-boronic acid, DB-024858, N-(t-butoxycarbonyl)pyrrole-2-boronic acid, N-tert-butoxycarbonylpyrrole-2-boronic acid, B4063, (1-BOC-1H-PYRROL-2-YL)BORONIC ACID, 1-tert-butoxycarbonyl-2-pyrrolyl boronic acid, 1-tert-butoxycarbonylpyrrol-2-yl boronic acid, l-(tert-butoxycarbonyl)pyrrole-2-boronic acid, 1-tert-butyloxycarbonyl-pyrrole-2-boronic acid, EN300-122833, N-Boc-2-pyrroleboronic acid, >=98.0% (T), N-tert-butyloxycarbonyl-2-pyrrole-boronic acid, 1-(tert-butyloxycarbonyl)pyrrole-2-boronic acid, 1H-PYRROLE-2-BORONIC ACID, BOC PROTECTED, tert-butyl 2-(dihydroxyboryl)pyrrole-1-carboxylate, (1-tert-butoxycarbonyl-1H-pyrrol-2-yl)-boronic acid, (1-(tert-butoxycarbonyl)-1H-pyrrol-2-yl) boronic acid, (1-(tert-butoxycarbonyl)-1H-pyrrole-2-yl)boronic acid, tert-butyl 2-(dihydroxyboryl)-1H-pyrrole-1-carboxylate, Z1508685440, 2-borono-1H-pyrrole-1-carboxylic acid, 1-tert butyl ester, 2-borono-1H-pyrrole-1-carboxylic acid, 1-tert-butyl ester, (1-{[(1,1-dimethylethyl)oxy]carbonyl}-1H-pyrrol-2-yl)boronic acid, 1-Boc-2-pyrroleboronic Acid (contains varying amounts of Anhydride), N-Boc-2-pyrroleboronic acid;2-Borono-1H-pyrrole-1-carboxylic acid 1-(1,1-dimethylethyl) ester;(1-(tert-Butoxycarbonyl)pyrrole-2-yl)b oronic acid

Application

1-(tert-Butoxycarbonyl)-2-pyrroleboronic Acid is widely used in medicinal chemistry as a key intermediate for synthesizing heterocyclic compounds and active pharmaceutical ingredients (APIs). Its boronic acid moiety enables efficient Suzuki-Miyaura cross-coupling reactions to form biaryl structures. The Boc group provides temporary protection for amines during multi-step syntheses, particularly in peptide and protease inhibitor development. Researchers also employ it in material science for constructing boron-containing polymers and ligands for catalysis.

Safety and Hazards

GHS Hazard Statements

• H302 (11.1%): Harmful if swallowed [Warning Acute toxicity, oral]
• H312 (11.1%): Harmful in contact with skin [Warning Acute toxicity, dermal]
• H315 (88.9%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (88.9%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H332 (11.1%): Harmful if inhaled [Warning Acute toxicity, inhalation]
• H335 (77.8%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Skin Irrit. 2 (88.9%)
• Eye Irrit. 2A (88.9%)
• STOT SE 3 (77.8%)

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