Cas no 877134-77-5 (4-(Carbamoylamino)benzeneboronic Acid Pinacol Ester)

4-(Carbamoylamino)benzeneboronic Acid Pinacol Ester is a boronic acid derivative widely used in Suzuki-Miyaura cross-coupling reactions due to its stability and reactivity. The pinacol ester group enhances shelf life and handling convenience, while the carbamoylamino substituent provides functional versatility for further modifications. This compound is particularly valuable in pharmaceutical and materials science research, where it serves as a key intermediate in the synthesis of complex molecules. Its compatibility with aqueous and organic reaction conditions makes it a practical choice for diverse synthetic applications. The product is typically supplied with high purity to ensure consistent performance in demanding chemical processes.
4-(Carbamoylamino)benzeneboronic Acid Pinacol Ester structure
877134-77-5 structure
Product Name:4-(Carbamoylamino)benzeneboronic Acid Pinacol Ester
CAS No:877134-77-5
MF:C13H19BN2O3
MW:262.112563371658
MDL:MFCD06795683
CID:719875
PubChem ID:16727440
Update Time:2025-05-20

4-(Carbamoylamino)benzeneboronic Acid Pinacol Ester Chemical and Physical Properties

Names and Identifiers

    • 1-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)urea
    • 4-Ureidobenzeneboronic acid pinacol ester
    • [4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]urea
    • 4-(Carbamoylamino)benzene-boronic acid, pinacol ester
    • 4-(Carbamoylamino)benzeneboronic acid, pinacol ester
    • 4-(Ureido)phenylboronic acid, pinacol ester
    • Urea,N-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-
    • N-[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]urea (ACI)
    • Urea, [4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]- (9CI)
    • 1-[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]urea
    • [4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]urea
    • N-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)urea
    • 4-(Carbamoylamino)benzeneboronic Acid Pinacol Ester
    • MDL: MFCD06795683
    • Inchi: 1S/C13H19BN2O3/c1-12(2)13(3,4)19-14(18-12)9-5-7-10(8-6-9)16-11(15)17/h5-8H,1-4H3,(H3,15,16,17)
    • InChI Key: BVWCMMVUJQHJJE-UHFFFAOYSA-N
    • SMILES: O=C(NC1C=CC(B2OC(C)(C)C(C)(C)O2)=CC=1)N

Computed Properties

  • Exact Mass: 262.14900
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 19
  • Rotatable Bond Count: 3

Experimental Properties

  • Melting Point: 124-128℃
  • Boiling Point: 379.7 ℃ at 760 mmHg
  • PSA: 73.58000
  • LogP: 2.24970

4-(Carbamoylamino)benzeneboronic Acid Pinacol Ester Security Information

  • Hazard Statement: Irritant
  • Hazard Category Code: 22
  • Hazardous Material Identification: Xi
  • Storage Condition:Sealed in dry,2-8°C(BD231634)

4-(Carbamoylamino)benzeneboronic Acid Pinacol Ester Customs Data

  • HS CODE:2934999090
  • Customs Data:

    China Customs Code:

    2934999090

    Overview:

    2934999090. Other heterocyclic compounds. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

4-(Carbamoylamino)benzeneboronic Acid Pinacol Ester Pricemore >>

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4-(Carbamoylamino)benzeneboronic Acid Pinacol Ester Production Method

Production Method 1

Reaction Conditions
1.1 Solvents: Dichloromethane ;  2 h, rt
Reference
ATP-competitive inhibitors of the mitotic kinesin KSP that function via an allosteric mechanism
Luo, Lusong; et al, Nature Chemical Biology, 2007, 3(11), 722-726

Production Method 2

Reaction Conditions
1.1 Solvents: Dichloromethane ;  1 h, 0 °C
1.2 Reagents: Water ;  2 h, 0 °C
Reference
Rational Design of Potent and Selective Inhibitors of an Epoxide Hydrolase Virulence Factor from Pseudomonas aeruginosa
Kitamura, Seiya; et al, Journal of Medicinal Chemistry, 2016, 59(10), 4790-4799

4-(Carbamoylamino)benzeneboronic Acid Pinacol Ester Raw materials

4-(Carbamoylamino)benzeneboronic Acid Pinacol Ester Preparation Products

4-(Carbamoylamino)benzeneboronic Acid Pinacol Ester Related Literature

Additional information on 4-(Carbamoylamino)benzeneboronic Acid Pinacol Ester

Comprehensive Overview of 4-(Carbamoylamino)benzeneboronic Acid Pinacol Ester (CAS No. 877134-77-5)

4-(Carbamoylamino)benzeneboronic Acid Pinacol Ester (CAS No. 877134-77-5) is a highly specialized boronic acid derivative widely utilized in organic synthesis, pharmaceutical research, and material science. This compound belongs to the class of arylboronic esters, which are pivotal intermediates in Suzuki-Miyaura cross-coupling reactions—a cornerstone of modern drug discovery and agrochemical development. Its unique structure, featuring a carbamoylamino group and a pinacol-protected boronic ester, enhances stability and reactivity, making it indispensable for targeted molecular design.

The growing demand for 4-(Carbamoylamino)benzeneboronic Acid Pinacol Ester is driven by its applications in precision medicine and bioconjugation. Researchers frequently search for "boronic ester solubility," "Suzuki coupling optimization," and "arylboronate stability," reflecting its relevance in high-throughput screening and catalyst-free reactions. Recent advancements in cancer therapeutics have also spotlighted this compound due to its role in synthesizing kinase inhibitors and proteolysis-targeting chimeras (PROTACs).

From a synthetic chemistry perspective, the pinacol ester moiety in CAS No. 877134-77-5 offers superior handling advantages, mitigating the hygroscopic nature of free boronic acids. This property aligns with industry trends toward air-stable reagents, a topic frequently queried in AI-driven literature searches. Additionally, its compatibility with green chemistry protocols—such as aqueous-phase reactions—addresses environmental concerns, a hotspot in sustainable pharmaceutical manufacturing.

Analytical characterization of 4-(Carbamoylamino)benzeneboronic Acid Pinacol Ester typically involves NMR spectroscopy, HPLC purity testing, and mass spectrometry. These techniques ensure compliance with Good Manufacturing Practice (GMP) standards, a critical consideration for contract research organizations (CROs). The compound’s structure-activity relationship (SAR) data is also curated in cheminformatics databases, supporting AI-assisted drug design initiatives.

In summary, CAS No. 877134-77-5 exemplifies the intersection of innovation and practical utility in organoboron chemistry. Its adaptability to automated synthesis platforms and bioorthogonal labeling techniques positions it as a key player in next-generation therapeutic development. For researchers exploring "boronic acid derivatives in drug delivery" or "pinacol ester hydrolysis kinetics," this compound offers a robust scaffold for cutting-edge applications.

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