Cas no 364794-81-0 (4-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenethyl)morpholine)

4-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenethyl)morpholine is a boronic ester derivative featuring a morpholine-substituted phenethyl group. This compound serves as a versatile intermediate in organic synthesis, particularly in Suzuki-Miyaura cross-coupling reactions, due to the stability and reactivity of its pinacol boronate moiety. The morpholine group enhances solubility in polar solvents and may influence the pharmacokinetic properties of derived compounds. Its structural design allows for efficient functionalization of aromatic systems, making it valuable in pharmaceutical and materials science research. The steric protection provided by the tetramethyl dioxaborolane ring improves handling stability under ambient conditions compared to unprotected boronic acids. This reagent is particularly useful for constructing complex molecular architectures requiring controlled boron-based transformations.
4-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenethyl)morpholine structure
364794-81-0 structure
Product Name:4-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenethyl)morpholine
CAS No:364794-81-0
MF:C18H28BNO3
MW:317.230825424194
MDL:MFCD04440855
CID:828824
PubChem ID:4439286
Update Time:2025-11-01

4-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenethyl)morpholine Chemical and Physical Properties

Names and Identifiers

    • 4-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenethyl)morpholine
    • 4-(2-Morpholinoethyl)phenylboronic acid, pinacol ester
    • 4-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-phenethyl)morpholine
    • 4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) phenethyl]morpholine
    • 4-{2-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-ethyl}-morpholin
    • 4-[2-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]ethyl]morpholine
    • 4-{2-[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]ethyl}morpholine
    • OOGUDBLEQZQAGC-UHFFFAOYSA-N
    • AB20833
    • OR361502
    • AX8232422
    • FT-0
    • C74876
    • SCHEMBL586178
    • MFCD04440855
    • AKOS016001588
    • AS-7078
    • J-513408
    • 364794-81-0
    • 4-{2-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-ethyl}-morpholine
    • CS-0153859
    • DA-06405
    • DTXSID20403317
    • MDL: MFCD04440855
    • Inchi: 1S/C18H28BNO3/c1-17(2)18(3,4)23-19(22-17)16-7-5-15(6-8-16)9-10-20-11-13-21-14-12-20/h5-8H,9-14H2,1-4H3
    • InChI Key: OOGUDBLEQZQAGC-UHFFFAOYSA-N
    • SMILES: O1B(C2C=CC(=CC=2)CCN2CCOCC2)OC(C)(C)C1(C)C

Computed Properties

  • Exact Mass: 317.21600
  • Monoisotopic Mass: 317.2162239g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 23
  • Rotatable Bond Count: 4
  • Complexity: 372
  • 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: 30.9

Experimental Properties

  • PSA: 30.93000
  • LogP: 1.79840

4-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenethyl)morpholine Security Information

4-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenethyl)morpholine 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-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenethyl)morpholine Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Chemenu
CM125171-100mg
4-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenethyl)morpholine
364794-81-0 95+%
100mg
$88 2021-08-05
Chemenu
CM125171-250mg
4-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenethyl)morpholine
364794-81-0 95+%
250mg
$153 2021-08-05
Chemenu
CM125171-1g
4-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenethyl)morpholine
364794-81-0 95+%
1g
$349 2021-08-05
Alichem
A449036372-1g
4-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenethyl)morpholine
364794-81-0 95%
1g
$285.12 2023-09-02
Ambeed
A138141-100mg
4-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenethyl)morpholine
364794-81-0 95%
100mg
$39.0 2024-07-19
Ambeed
A138141-250mg
4-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenethyl)morpholine
364794-81-0 95%
250mg
$64.0 2024-07-19
Ambeed
A138141-1g
4-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenethyl)morpholine
364794-81-0 95%
1g
$175.0 2024-07-19
Chemenu
CM125171-250mg
4-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenethyl)morpholine
364794-81-0 95%+
250mg
$*** 2023-05-30
Chemenu
CM125171-1g
4-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenethyl)morpholine
364794-81-0 95%+
1g
$*** 2023-05-30
Apollo Scientific
OR361502-250mg
4-(2-Morpholinoethyl)phenylboronic acid, pinacol ester
364794-81-0 95+%
250mg
£96.00 2025-02-20

4-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenethyl)morpholine Production Method

Additional information on 4-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenethyl)morpholine

Recent Advances in the Application of 4-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenethyl)morpholine (CAS: 364794-81-0) in Chemical Biology and Pharmaceutical Research

The compound 4-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenethyl)morpholine (CAS: 364794-81-0) has recently garnered significant attention in the field of chemical biology and pharmaceutical research due to its unique structural properties and potential applications in drug discovery and development. This boronic acid derivative, featuring a morpholine moiety, has been explored for its utility in Suzuki-Miyaura cross-coupling reactions, targeted drug delivery, and as a key intermediate in the synthesis of bioactive molecules. Recent studies have highlighted its role in the development of novel therapeutics, particularly in oncology and neurodegenerative diseases.

One of the most notable advancements involves the use of this compound in the synthesis of boron-containing small molecules for proteolysis-targeting chimeras (PROTACs). PROTACs are a promising class of therapeutics that selectively degrade disease-causing proteins by recruiting the ubiquitin-proteasome system. The boronic acid functionality of 364794-81-0 enables efficient conjugation to target proteins, enhancing the specificity and efficacy of PROTACs. Recent preclinical studies have demonstrated its potential in degrading oncogenic proteins such as EGFR and BRAF, offering new avenues for cancer treatment.

In addition to its applications in PROTACs, 364794-81-0 has been investigated as a versatile building block in medicinal chemistry. Its stability under physiological conditions and compatibility with various reaction conditions make it an attractive candidate for the development of boron-based drugs. For instance, researchers have utilized this compound to synthesize boronate esters, which exhibit enhanced bioavailability and target engagement compared to their non-boron counterparts. These findings underscore the compound's potential in addressing challenges related to drug resistance and poor pharmacokinetics.

Another emerging area of research involves the use of 364794-81-0 in positron emission tomography (PET) imaging. The boron atom in the compound can be replaced with fluorine-18, a radioactive isotope, enabling the development of novel PET tracers for imaging diseases such as Alzheimer's and Parkinson's. Recent studies have reported the successful synthesis of fluorine-18 labeled analogs, demonstrating high binding affinity and selectivity for amyloid plaques and tau tangles, which are hallmark pathological features of neurodegenerative diseases.

Despite these promising developments, challenges remain in the clinical translation of 364794-81-0-based therapeutics. Issues such as off-target effects, metabolic instability, and limited tissue penetration need to be addressed through further optimization and structural modification. Ongoing research is focused on improving the pharmacokinetic and pharmacodynamic properties of this compound, with the aim of advancing it into clinical trials. Collaborative efforts between academia and industry are expected to accelerate the translation of these findings into viable therapeutic options.

In conclusion, 4-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenethyl)morpholine (CAS: 364794-81-0) represents a versatile and promising scaffold in chemical biology and pharmaceutical research. Its applications in PROTACs, medicinal chemistry, and PET imaging highlight its potential to address unmet medical needs. Continued research and development efforts are essential to fully realize the therapeutic potential of this compound and overcome existing challenges.

Recommended suppliers
Shandong Feiyang Chemical Co., Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Shandong Feiyang Chemical Co., Ltd
PRIBOLAB PTE.LTD
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
PRIBOLAB PTE.LTD
Shandong Jing Kun Chemical Co.,Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Shandong Jing Kun Chemical Co.,Ltd.
Nantong Boya Environmental Protection Technology Co., Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Nantong Boya Environmental Protection Technology Co., Ltd
TAIXING JOXIN BIO-TEC CO.,LTD.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
TAIXING JOXIN BIO-TEC CO.,LTD.