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Atomfair tert-butyl N-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]carbamate C17H26BNO4 CAS 330793-01-6

tert-Butyl N-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]carbamate (CAS No. 330793-01-6) is a high-purity boronic ester derivative widely utilized in organic synthesis and pharmaceutical research. This compound, with the molecular formula C17H26BNO4, features a protected amine group ( tert -butoxycarbonyl, Boc) and a reactive pinacol boronic ester moiety, making it a versatile building block for Suzuki-Miyaura cross-coupling reactions. Its stable dioxaborolane ring ensures excellent shelf life and handling convenience. Ideal for medicinal chemistry applications, this reagent enables the efficient introduction of aryl boronate functionalities into complex molecules. Supplied as a white to off-white crystalline solid, it is rigorously tested for purity (typically ≥95% by HPLC) and…

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Description

tert-Butyl N-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]carbamate (CAS No. 330793-01-6) is a high-purity boronic ester derivative widely utilized in organic synthesis and pharmaceutical research. This compound, with the molecular formula C17H26BNO4, features a protected amine group (tert-butoxycarbonyl, Boc) and a reactive pinacol boronic ester moiety, making it a versatile building block for Suzuki-Miyaura cross-coupling reactions. Its stable dioxaborolane ring ensures excellent shelf life and handling convenience. Ideal for medicinal chemistry applications, this reagent enables the efficient introduction of aryl boronate functionalities into complex molecules. Supplied as a white to off-white crystalline solid, it is rigorously tested for purity (typically ≥95% by HPLC) and is packaged under inert conditions to ensure stability.

Properties

  • CAS Number: 330793-01-6
  • Complexity: 420
  • IUPAC Name: tert-butyl N-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]carbamate
  • InChI: InChI=1S/C17H26BNO4/c1-15(2,3)21-14(20)19-13-10-8-12(9-11-13)18-22-16(4,5)17(6,7)23-18/h8-11H,1-7H3,(H,19,20)
  • InChI Key: HSJNIOYPTSKQBD-UHFFFAOYSA-N
  • Exact Mass: 319.1954885
  • Molecular Formula: C17H26BNO4
  • Molecular Weight: 319.2
  • SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC=C(C=C2)NC(=O)OC(C)(C)C
  • Topological: 56.8
  • Monoisotopic Mass: 319.1954885
  • Synonyms: tert-Butyl N-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]carbamate, tert-butyl N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)carbamate, 671-693-0, 330793-01-6, tert-Butyl (4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)carbamate, 4-(N-Boc-amino)phenylboronic acid pinacol ester, 4-boc-aminophenylboronic acid, pinacol ester, 4-(boc-amino)benzeneboronic acid pinacol ester, 4-(Boc-amino)phenylboronic acid pinacol ester, MFCD02179439, tert-butyl N-[4-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]carbamate, tert-Butyl [4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]carbamate, 4-(tert-butoxycarbonylamino)phenylboronic acid pinacol ester, (4-((TERT-BUTOXYCARBONYL)AMINO)PHENYL)BORONIC ACID PINACOL ESTER, tert-butyl(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)carbamate, tert-Butyl-N-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-carbamate, 4-(boc-amino)phenylboronic acid pinacol cyclic ester, tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenylcarbamate, SCHEMBL1255934, DTXSID60370397, AKOS015949229, AB11134, AS-2611, CS-W000913, HY-W000913, FB139525, SY012199, B5588, (4-boc-aminophenyl)boronic acid pinacol ester, EN300-312231, W10905, 4-(N-Boc-amino)phenylboronic acid pinacol ester, 97%, Z1508685612, 4-(tert-Butoxycarbonyl)aminophenylboronic acid pinacol ester, 4-[(tert-Butoxycarbonyl)amino]phenylboronic Acid Pinacol Ester, N-Boc-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline, 4-[(TERT-BUTOXYCARBONYLAMINO)PHENYL]BORONIC ACID PINACOL ESTER, t-butyl(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)carbamate, tert-butyl[4(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]carbamate, N-(tert-Butoxycarbonyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)anilin, N-(tert-Butoxycarbonyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline, t-butyl [4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-carbamate, t-butyl[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-carbamate, tert-butyl-n-[4-(4,4,5,5-tetramethyl-1,2,3-dioxaborolan-2-yl)phenyl]carbamate

Application

This compound is primarily employed as a key intermediate in the synthesis of biologically active molecules, particularly in pharmaceutical research for constructing aryl-boronates. It serves as a crucial reagent in Suzuki-Miyaura cross-coupling reactions to form biaryl structures, a common motif in drug discovery. The Boc-protected amine allows for further functionalization under mild conditions, enabling diverse derivatization strategies. Researchers also utilize it in the development of boron-containing probes for chemical biology studies.

Safety and Hazards

GHS Hazard Statements

  • H302 (16.7%): Harmful if swallowed [Warning Acute toxicity, oral]
  • H312 (16.7%): Harmful in contact with skin [Warning Acute toxicity, dermal]
  • H315 (66.7%): Causes skin irritation [Warning Skin corrosion/irritation]
  • H319 (66.7%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
  • H332 (16.7%): Harmful if inhaled [Warning Acute toxicity, inhalation]
  • H335 (66.7%): 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

  • Acute Tox. 4 (16.7%)
  • Acute Tox. 4 (16.7%)
  • Skin Irrit. 2 (66.7%)
  • Eye Irrit. 2A (66.7%)
  • Acute Tox. 4 (16.7%)
  • STOT SE 3 (66.7%)

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

Disclaimer

Intended Use & Restrictions

This product is sold exclusively for laboratory research, analytical testing, or non-commercial purposes.

  • Strictly prohibited: Resale, repackaging, or formulation into commercial products.
  • Not approved for human/animal use, diagnostics, or manufacturing (including pharmaceuticals, agrochemicals, or consumer goods).

Patent & Regulatory Compliance

Certain molecules may be protected by active patents or regulatory restrictions.

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  • Atomfair LLC does not provide legal assurances regarding patent non-infringement or jurisdictional compliance.

Liability Release

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  • Use this product only as permitted by law.
  • Indemnify Atomfair LLC against all claims arising from misuse, patent infringement, or regulatory violations.

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