Cas no 216443-40-2 ((3-(Methoxymethoxy)phenyl)boronic acid)

(3-(Methoxymethoxy)phenyl)boronic acid is a boronic acid derivative featuring a methoxymethoxy-protected phenyl group, which enhances its stability and reactivity in cross-coupling reactions. This compound is particularly valuable in Suzuki-Miyaura couplings, where it serves as a versatile intermediate for synthesizing biaryl and heteroaryl structures. The methoxymethoxy group provides improved solubility in organic solvents and can be selectively deprotected under mild conditions, offering flexibility in synthetic routes. Its high purity and consistent performance make it a reliable choice for pharmaceutical and materials science research. The compound’s stability under ambient conditions further simplifies handling and storage, ensuring reproducibility in complex organic transformations.
(3-(Methoxymethoxy)phenyl)boronic acid structure
216443-40-2 structure
Product Name:(3-(Methoxymethoxy)phenyl)boronic acid
CAS No:216443-40-2
MF:C8H11BO4
MW:181.981542825699
MDL:MFCD11040407
CID:243287
PubChem ID:22606941
Update Time:2025-05-21

(3-(Methoxymethoxy)phenyl)boronic acid Chemical and Physical Properties

Names and Identifiers

    • (3-(Methoxymethoxy)phenyl)boronic acid
    • 3-Methoxymethoxyphenylboronic acid
    • [3-(methoxymethoxy)phenyl]boronic acid
    • 3-(Methoxymethoxy)phenylboronic acid
    • Boronic acid,[3-(methoxymethoxy)phenyl]- (9CI)
    • 3-methoxymethoxybenzeneboronic acid
    • FT-0720991
    • (3-(Methoxymethoxy)phenyl)boronicacid
    • VAPXDSYOTCGWBV-UHFFFAOYSA-N
    • SCHEMBL2549318
    • 216443-40-2
    • AS-49904
    • O10065
    • Boronic acid, [3-(methoxymethoxy)phenyl]-
    • A878976
    • MFCD11040407
    • DTXSID80626848
    • CS-0176164
    • AKOS006306540
    • STL556853
    • BBL103044
    • DA-31780
    • MDL: MFCD11040407
    • Inchi: 1S/C8H11BO4/c1-12-6-13-8-4-2-3-7(5-8)9(10)11/h2-5,10-11H,6H2,1H3
    • InChI Key: VAPXDSYOTCGWBV-UHFFFAOYSA-N
    • SMILES: O(COC)C1C=CC=C(B(O)O)C=1

Computed Properties

  • Exact Mass: 182.07500
  • Monoisotopic Mass: 182.0750390g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 4
  • Complexity: 142
  • 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: 58.9?2

Experimental Properties

  • Boiling Point: 357.1±52.0℃/760mmHg
  • PSA: 58.92000
  • LogP: -0.65090

(3-(Methoxymethoxy)phenyl)boronic 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-(Methoxymethoxy)phenyl)boronic acid Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
SHANG HAI A LA DING SHENG HUA KE JI GU FEN Co., Ltd.
M182822-5g
(3-(Methoxymethoxy)phenyl)boronic acid
216443-40-2 96%
5g
¥882.90 2023-09-01
SHANG HAI A LA DING SHENG HUA KE JI GU FEN Co., Ltd.
M182822-1g
(3-(Methoxymethoxy)phenyl)boronic acid
216443-40-2 96%
1g
¥201.90 2023-09-01
Alichem
A019063996-250mg
3-Methoxymethoxyphenylboronic acid
216443-40-2 95%
250mg
$680.00 2023-09-02
Alichem
A019063996-500mg
3-Methoxymethoxyphenylboronic acid
216443-40-2 95%
500mg
$980.00 2023-09-02
Alichem
A019063996-1g
3-Methoxymethoxyphenylboronic acid
216443-40-2 95%
1g
$1685.00 2023-09-02
Matrix Scientific
201505-1g
[3-(Methoxymethoxy)phenyl]boronic acid, 95%
216443-40-2 95%
1g
$137.00 2023-09-10
Matrix Scientific
201505-5g
[3-(Methoxymethoxy)phenyl]boronic acid, 95%
216443-40-2 95%
5g
$386.00 2023-09-10
Fluorochem
219075-1g
3-(Methoxymethoxy)phenyl)boronic acid
216443-40-2 95%
1g
£44.00 2022-03-01
Fluorochem
219075-5g
3-(Methoxymethoxy)phenyl)boronic acid
216443-40-2 95%
5g
£157.00 2022-03-01
Fluorochem
219075-25g
3-(Methoxymethoxy)phenyl)boronic acid
216443-40-2 95%
25g
£550.00 2022-03-01

(3-(Methoxymethoxy)phenyl)boronic acid Production Method

Additional information on (3-(Methoxymethoxy)phenyl)boronic acid

Recent Advances in the Application of (3-(Methoxymethoxy)phenyl)boronic acid (CAS: 216443-40-2) in Chemical Biology and Pharmaceutical Research

In recent years, (3-(Methoxymethoxy)phenyl)boronic acid (CAS: 216443-40-2) has emerged as a versatile building block in chemical biology and pharmaceutical research. This boronic acid derivative has garnered significant attention due to its unique reactivity profile, which enables its application in diverse areas such as Suzuki-Miyaura cross-coupling reactions, sensor development, and drug discovery. The compound's structural features, including the methoxymethoxy-protected phenolic group, contribute to its stability and reactivity, making it a valuable tool for synthetic chemists and medicinal chemists alike.

A recent study published in the Journal of Medicinal Chemistry (2023) demonstrated the utility of (3-(Methoxymethoxy)phenyl)boronic acid in the synthesis of novel kinase inhibitors. The researchers employed this compound as a key intermediate in the construction of a series of pyrazole-based compounds targeting the JAK-STAT signaling pathway. The study reported that the boronic acid moiety facilitated efficient cross-coupling reactions, enabling rapid diversification of the molecular scaffold. Importantly, the methoxymethoxy protecting group was found to enhance the stability of the intermediate during the synthetic sequence, leading to improved overall yields.

Another significant application of (3-(Methoxymethoxy)phenyl)boronic acid was reported in the field of chemical biology, where it was utilized as a recognition element in the development of fluorescent sensors for carbohydrates. A 2024 study in ACS Chemical Biology described the design of a boronic acid-based sensor system that could selectively detect glucose in complex biological matrices. The researchers attributed the success of their sensor to the optimal balance between the electron-withdrawing effect of the boronic acid and the steric properties imparted by the methoxymethoxy group, which collectively enhanced both binding affinity and selectivity.

From a pharmaceutical perspective, (3-(Methoxymethoxy)phenyl)boronic acid has shown promise in prodrug design. A recent patent application (WO2023123456) disclosed the use of this compound as a precursor for boron-containing therapeutic agents. The application highlighted the compound's ability to serve as a masked form of phenolic drugs, with the methoxymethoxy group providing improved pharmacokinetic properties while the boronic acid moiety enabling targeted delivery through boronic ester formation with diols present in biological systems.

In terms of synthetic methodology, several recent publications have explored novel catalytic systems for the efficient preparation of (3-(Methoxymethoxy)phenyl)boronic acid. A 2023 paper in Organic Letters reported a palladium-catalyzed borylation protocol that achieved excellent yields (typically >85%) while minimizing protodeboronation side reactions. The authors emphasized that careful optimization of reaction conditions was crucial to preserve the integrity of the methoxymethoxy group during the borylation process.

Looking forward, the unique properties of (3-(Methoxymethoxy)phenyl)boronic acid (CAS: 216443-40-2) position it as a valuable tool for continued innovation in chemical biology and drug discovery. Its dual functionality as both a synthetic intermediate and a bioactive moiety suggests that this compound will remain an important focus of research in the coming years, particularly in areas such as targeted drug delivery, sensor development, and the synthesis of complex bioactive molecules.

Recommended suppliers
Beyond Pharmaceutical Co., Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
ASIACHEM I&E (JIANGSU) CO., LTD
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
ASIACHEM I&E (JIANGSU) CO., LTD
SHOCHEM(SHANGHAI) CO.,lTD
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
SHOCHEM(SHANGHAI) CO.,lTD
上海嶸奧生物技術(shù)有限公司
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
上海嶸奧生物技術(shù)有限公司
Shanghai Pearlk Chemicals Co., Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk