Description

4-(tert-Butoxycarbonylamino)-3-methoxyphenylboronic acid, pinacol ester (CAS No. 262433-02-3) is a high-purity boronic ester derivative with the molecular formula C₁₈H₂₈BNO₅. This compound features a protected amine group (Boc) and a methoxy-substituted phenyl ring, making it a versatile intermediate for Suzuki-Miyaura cross-coupling reactions in organic synthesis. The pinacol ester moiety enhances stability and solubility, ensuring optimal handling and reactivity. Ideal for pharmaceutical research, material science, and chemical synthesis, this product is rigorously tested for quality (≥95% purity by HPLC) and supplied in moisture-resistant packaging to maintain integrity. Store under inert conditions at 2-8°C for prolonged shelf life.

Properties

• CAS Number: 262433-02-3
• Complexity: 472
• IUPAC Name: tert-butyl N-[2-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]carbamate
• InChI: InChI=1S/C18H28BNO5/c1-16(2,3)23-15(21)20-13-10-9-12(11-14(13)22-8)19-24-17(4,5)18(6,7)25-19/h9-11H,1-8H3,(H,20,21)
• InChI Key: HTNAUNFQAMHASO-UHFFFAOYSA-N
• Exact Mass: 349.2060532
• Molecular Formula: C18H28BNO5
• Molecular Weight: 349.2
• SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC(=C(C=C2)NC(=O)OC(C)(C)C)OC
• Topological: 66
• Monoisotopic Mass: 349.2060532
• Synonyms: 4-(TERT-BUTOXYCARBONYLAMINO)-3-METHOXYPHENYLBORONIC ACID, PINACOL ESTER, 840-453-9, 262433-02-3, tert-Butyl (2-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)carbamate, tert-butyl N-[2-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]carbamate, MFCD08458201, Carbamic acid, N-[2-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-, 1,1-dimethylethyl ester, tert-butyl [2-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]carbamate, tert-Butyl(2-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)carbamate, SCHEMBL65967, C18H28BNO5, DTXSID10590361, HTNAUNFQAMHASO-UHFFFAOYSA-N, XH0378, AKOS015960155, SB83298, BS-18924, SY279689, CS-0168737, F20476, 4-(Boc-amino)-3-methoxyphenylboronic Acid Pinacol Ester, 1-(Boc-amino)-2-methoxy-benzene-4-boronic Acid Pinacol Ester, 4-(tert-butoxycarbonylamino)-3-methoxyphenyl-boronic acid pinacol ester, 4-(tert-Butoxycarbonylamino)-3-methoxyphenylboronic acid pinacol ester, AldrichCPR, tert-butyl 2-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenylcarbamate, tert-butyl N-[2-methoxy-4-(4,4,5 ,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]carbamate, N-[2-METHOXY-4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENYL]CARBAMIC ACID TERT-BUTYL ESTER

Application

This boronic ester is widely used in palladium-catalyzed cross-coupling reactions to construct biaryl structures in drug discovery and agrochemical development. It serves as a key intermediate for synthesizing protease inhibitors and kinase-targeting compounds. The Boc-protected amine allows selective deprotection for further functionalization, while the methoxy group influences electronic properties in conjugated systems.

Safety and Hazards

GHS Hazard Statements

• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

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

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.