Cas no 887831-90-5 (3-(N-BOC-N-methylamino)phenylboronic acid)

3-(N-BOC-N-methylamino)phenylboronic acid is a versatile boronic acid derivative featuring a BOC-protected N-methylamino group at the meta position of the phenyl ring. This compound is particularly valuable in Suzuki-Miyaura cross-coupling reactions, where it serves as a stable and efficient boronic acid partner for constructing biaryl and heteroaryl structures. The BOC group enhances solubility and handling stability while allowing selective deprotection for further functionalization. Its well-defined reactivity profile makes it suitable for pharmaceutical and materials science applications, particularly in the synthesis of complex organic molecules. The compound is typically supplied in high purity, ensuring reliable performance in demanding synthetic workflows.
3-(N-BOC-N-methylamino)phenylboronic acid structure
887831-90-5 structure
Product Name:3-(N-BOC-N-methylamino)phenylboronic acid
CAS No:887831-90-5
MF:C12H18BNO4
MW:251.086623668671
MDL:MFCD03095104
CID:1025221
PubChem ID:54758864
Update Time:2025-10-29

3-(N-BOC-N-methylamino)phenylboronic acid Chemical and Physical Properties

Names and Identifiers

    • (3-((tert-Butoxycarbonyl)(methyl)amino)phenyl)boronic acid
    • [3-[methyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]phenyl]boronic acid
    • 3-(N-BOC-N-methylamino)phenylboronic acid
    • MFCD03095104
    • CS-0174258
    • 3-(N-BOC-N-methylamino)phenylboronicacid
    • DTXSID70716580
    • BS-24005
    • 887831-90-5
    • AKOS015893119
    • A861456
    • (3-{[(tert-butoxy)carbonyl](methyl)amino}phenyl)boronic acid
    • {3-[(tert-Butoxycarbonyl)(methyl)amino]phenyl}boronic acid
    • 3-[(TERT-BUTOXYCARBONYL)(METHYL)AMINO]PHENYLBORONIC ACID
    • 3-{[(tert-Butoxy)carbonyl](ethyl)amino}phenylboronic acid
    • MDL: MFCD03095104
    • Inchi: 1S/C12H18BNO4/c1-12(2,3)18-11(15)14(4)10-7-5-6-9(8-10)13(16)17/h5-8,16-17H,1-4H3
    • InChI Key: QFRSVPDEEDBLOS-UHFFFAOYSA-N
    • SMILES: O(C(N(C)C1C=CC=C(B(O)O)C=1)=O)C(C)(C)C

Computed Properties

  • Exact Mass: 251.13300
  • Monoisotopic Mass: 251.1328882g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 5
  • Complexity: 290
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 70?2

Experimental Properties

  • PSA: 70.00000
  • LogP: 0.73770

3-(N-BOC-N-methylamino)phenylboronic acid Customs Data

  • HS CODE:2931900090
  • Customs Data:

    China Customs Code:

    2931900090

    Overview:

    2931900090. Other organic-Inorganic compound. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:AB(Customs clearance form for Inbound Goods,Customs clearance form for outbound goods). MFN tariff:6.5%. general tariff:30.0%

    Summary:

    2931900090. other organo-inorganic compounds. VAT:17.0%. Tax rebate rate:13.0%. Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward). MFN tariff:6.5%. General tariff:30.0%

3-(N-BOC-N-methylamino)phenylboronic acid Pricemore >>

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Additional information on 3-(N-BOC-N-methylamino)phenylboronic acid

Comprehensive Guide to 3-(N-BOC-N-methylamino)phenylboronic acid (CAS 887831-90-5): Properties, Applications, and Industry Insights

3-(N-BOC-N-methylamino)phenylboronic acid (CAS 887831-90-5) is a specialized boronic acid derivative widely recognized for its role in organic synthesis, particularly in Suzuki-Miyaura cross-coupling reactions. This compound features a BOC-protected methylamino group and a phenylboronic acid moiety, making it a versatile building block for pharmaceuticals, agrochemicals, and advanced materials. Its molecular formula, C12H18BNO4, and precise structure ensure high reactivity in controlled environments.

In recent years, the demand for boronic acid-based reagents has surged due to their applications in drug discovery and bioconjugation. Researchers frequently search for "BOC-protected boronic acids" or "CAS 887831-90-5 suppliers," reflecting its industrial relevance. The compound’s stability under N-BOC protection allows for selective deprotection, enabling complex molecular architectures—a key focus in medicinal chemistry and peptide synthesis.

The synthesis of 3-(N-BOC-N-methylamino)phenylboronic acid involves multi-step organic reactions, often starting from 3-aminophenylboronic acid. Its N-methylation and subsequent BOC protection yield a stable intermediate compatible with palladium-catalyzed couplings. This process aligns with green chemistry trends, as users increasingly seek "sustainable boronic acid derivatives" or "eco-friendly coupling reagents."

Applications of this compound extend to proteomics research and biomarker development, where its boronate ester formation with diols is exploited for sensing. The rise of "AI-driven compound optimization" has further spotlighted CAS 887831-90-5, as machine learning models predict its reactivity in novel catalytic systems. Its compatibility with high-throughput screening also makes it valuable for pharmaceutical libraries.

Storage and handling of 3-(N-BOC-N-methylamino)phenylboronic acid require anhydrous conditions to prevent hydrolysis. Suppliers often highlight its purity (>95%) and HPLC validation data, addressing user queries like "how to store boronic acids" or "BOC stability under acidic conditions." These details are critical for GMP-compliant manufacturing.

In summary, 3-(N-BOC-N-methylamino)phenylboronic acid (CAS 887831-90-5) bridges academic research and industrial applications, driven by its structural uniqueness and reaction versatility. As the scientific community explores "next-generation boronic acid catalysts," this compound remains at the forefront of innovation.

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