Description

tert-butyl N-(5-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)carbamate (CAS No. 910462-31-6) is a high-purity boronic ester derivative with the molecular formula C₁₆H₂₅BN₂O₄. This compound features a pyridine core functionalized with a pinacol boronate ester and a tert-butoxycarbonyl (Boc) protected amine, making it a versatile intermediate in organic synthesis and pharmaceutical research. Its stable boronate ester group is ideal for Suzuki-Miyaura cross-coupling reactions, while the Boc-protected amine ensures compatibility with further synthetic modifications. This product is rigorously tested for quality, ensuring ≥95% purity by HPLC, and is supplied as a white to off-white crystalline solid. Suitable for use in medicinal chemistry, material science, and catalysis research, it is packaged under inert conditions to maintain stability.

Properties

• CAS Number: 910462-31-6
• Complexity: 432
• IUPAC Name: tert-butyl N-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyridyl]carbamate
• InChI: InChI=1S/C16H25BN2O4/c1-14(2,3)21-13(20)19-12-9-8-11(10-18-12)17-22-15(4,5)16(6,7)23-17/h8-10H,1-7H3,(H,18,19,20)
• InChI Key: USZVCDRKIVKICD-UHFFFAOYSA-N
• Exact Mass: 320.1907374
• Molecular Formula: C16H25BN2O4
• Molecular Weight: 320.2
• SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CN=C(C=C2)NC(=O)OC(C)(C)C
• Topological: 69.7
• Monoisotopic Mass: 320.1907374
• Synonyms: tert-butyl N-[5-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl]carbamate, tert-butyl N-(5-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)carbamate, 690-901-0, 910462-31-6, tert-Butyl (5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)carbamate, 2-(tert-butoxycarbonylamino)pyridine-5-boronic acid, pinacol ester, 2-(BOC-Amino)pyridine-5-boronic acid, pinacol ester, MFCD07781162, tert-butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-ylcarbamate, tert-butyl N-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl]carbamate, 6-(Boc-amino)pyridine-3-boronic Acid Pinacol Ester, 2-(tert-Butoxycarbonylamino)pyridine-5-boronic acid pinacol ester, tert-butyl(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)carbamate, tert-Butyl [5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl]carbamate, Boc-6-Aminopyridine-3-boronic acid pinacol ester, SCHEMBL860377, DTXSID70590362, USZVCDRKIVKICD-UHFFFAOYSA-N, KLB46231, (6-((TERT-BUTOXYCARBONYL)AMINO)PYRIDIN-3-YL)BORONIC ACID PINACOL ESTER, AKOS005256529, FS-5673, MB04785, NCGC00662890-01, AC-33923, SY152450, CS-0046250, EN300-141325, F30008, A1-24363, Z1508694348, 2-(tert-butoxycarbonylamino)pyridine-5-boronic acid pinacol ester, AldrichCPR, tert-butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-2-ylcarbamate, tert-Butyl(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)-carbamate, [5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyridin-2-yl]-carbamic acid tert-butyl ester, 2-methylpropan-2-yl [5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl]carbamate

Application

This compound is widely used as a key intermediate in the synthesis of pharmaceuticals, agrochemicals, and functional materials. Its boronate ester group enables efficient cross-coupling reactions for constructing biaryl and heteroaryl structures. The Boc-protected amine allows for selective deprotection and further functionalization, making it valuable in peptide and small-molecule drug development. Researchers also utilize it in the preparation of boron-containing polymers and sensors.

Safety and Hazards

GHS Hazard Statements

• H302 (25%): Harmful if swallowed [Warning Acute toxicity, oral]
• H315 (75%): Causes skin irritation [Warning Skin corrosion/irritation]
• H317 (25%): May cause an allergic skin reaction [Warning Sensitization, Skin]
• H319 (75%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (75%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P270, P271, P272, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (25%)
• Skin Irrit. 2 (75%)
• Skin Sens. 1 (25%)
• Eye Irrit. 2A (75%)
• STOT SE 3 (75%)

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