Description

(4-Boc-Aminophenyl)Boronic Acid (CAS No. 380430-49-9) is a high-purity boronic acid derivative with the molecular formula C₁₁H₁₆BNO₄. This compound, also known by its IUPAC name [4-[(2-methylpropan-2-yl)oxycarbonylamino]phenyl]boronic acid, is a versatile building block in organic synthesis, particularly in Suzuki-Miyaura cross-coupling reactions. The tert-butoxycarbonyl (Boc) protecting group enhances its stability and compatibility with various reaction conditions. Ideal for pharmaceutical research, material science, and chemical biology, this reagent is rigorously tested for quality and supplied with detailed analytical data (NMR, HPLC, MS). Store under inert conditions at 2-8°C to maintain optimal stability.

Properties

• CAS Number: 380430-49-9
• Complexity: 257
• IUPAC Name: [4-(tert-butoxycarbonylamino)phenyl]boronic acid
• InChI: InChI=1S/C11H16BNO4/c1-11(2,3)17-10(14)13-9-6-4-8(5-7-9)12(15)16/h4-7,15-16H,1-3H3,(H,13,14)
• InChI Key: UBVOLHQIEQVXGM-UHFFFAOYSA-N
• Exact Mass: 237.1172382
• Molecular Formula: C11H16BNO4
• Molecular Weight: 237.06
• SMILES: B(C1=CC=C(C=C1)NC(=O)OC(C)(C)C)(O)O
• Topological: 78.8
• Monoisotopic Mass: 237.1172382
• Synonyms: 380430-49-9, (4-Boc-Aminophenyl)Boronic Acid, DTXSID40394192, DTXCID30345052, 670-415-5, 4-BOC-aminophenylboronic acid, 4-(N-Boc-amino)phenylboronic acid, (4-((tert-Butoxycarbonyl)amino)phenyl)boronic acid, [4-[(2-methylpropan-2-yl)oxycarbonylamino]phenyl]boronic Acid, 4-(Boc-amino)phenylboronic Acid, 4-(BOC-AMINO)BENZENEBORONIC ACID, 4-(tert-Butoxycarbonyl)aminophenylboronic acid, MFCD02093054, 4-[(tert-butoxycarbonyl)amino]phenylboronic acid, (4-{[(tert-butoxy)carbonyl]amino}phenyl)boronic acid, 4-(tert-Butoxycarbonylamino)phenylboronic acid, {4-[(Tert-butoxycarbonyl)amino]phenyl}boronic acid, [4-(tert-butoxycarbonylamino)phenyl]boronic acid, SCHEMBL59499, (4-Boc-Aminophenyl)BoronicAcid, UBVOLHQIEQVXGM-UHFFFAOYSA-N, BCP13306, STR09000, 4-(N-Boc-amino)phenyl boronic acid, SBB052546, AKOS015841448, AB10732, CS-W000923, HY-W000923, NCGC00249486-01, NCGC00249486-02, AC-22732, SY017933, 4-tert-Butoxycarbonylaminophenylboronic acid, 4(tert-butoxycarbonylamino)phenylboronic acid, 4-(tertbutoxycarbonylamino)phenylboronic acid, 4-tert-Butoxycarbonylamino-phenylboronic acid, B4335, (4-tert-Butoxycarbonylaminophenyl)-boronic acid, 4-(N-Boc-amino)phenylboronic acid, >=95.0%, 4-(tert-butoxy carbonylamino)phenylboronic acid, 4-(tert-butoxycarbonylamino) phenylboronic acid, EN300-312230, 4-(tert-butyloxycarbonylamino)phenylboronic acid, {4-[(tertbutoxycarbonyl)amino]phenyl}boronic acid, 4-(T-BUTOXYCARBONYLAMINO)PHENYLBORONIC ACID, 4-[(tert-butoxycarbonyl)amino]benzeneboronic acid, {4-[(tert-butoxycarbonyl) amino]phenyl}boronic acid, {4-[(tert-butoxycarbonyl) amino]phenyl} boronic acid, Z1505697238, [4-({[(1,1-dimethylethyl)oxy]carbonyl}amino)phenyl]boronic acid

Application

(4-Boc-Aminophenyl)Boronic Acid is widely used in peptide synthesis and bioconjugation due to its reactive boronic acid moiety and Boc-protected amine. It serves as a key intermediate in the preparation of tyrosine kinase inhibitors and other bioactive molecules. Researchers also employ it in polymer chemistry and sensor development for its selective binding to diols and sugars.

Safety and Hazards

GHS Hazard Statements

• H302 (20%): Harmful if swallowed [Warning Acute toxicity, oral]
• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (90%): 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, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (20%)
• Skin Irrit. 2 (100%)
• Eye Irrit. 2A (100%)
• STOT SE 3 (90%)

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