- Hydrogenation of (Hetero)aryl Boronate Esters with a Cyclic (Alkyl)(amino)carbene-Rhodium Complex: Direct Access to cis-Substituted Borylated Cycloalkanes and Saturated HeterocyclesLing, Liang; et al, Angewandte Chemie, 2019, 58(20), 6554-6558
Cas no 903895-48-7 (3-t-Butoxycarbonylphenylboronic acid, pinacol ester)
3-t-Butoxycarbonylphenylboronic acid pinacol ester is a stable boronic ester derivative commonly used in Suzuki-Miyaura cross-coupling reactions. The tert-butoxycarbonyl (Boc) protecting group enhances solubility in organic solvents while providing orthogonal reactivity for further functionalization. The pinacol ester moiety improves air and moisture stability compared to free boronic acids, facilitating handling and storage. This compound is particularly valuable in pharmaceutical and materials science research, where controlled coupling of aryl groups is required. Its compatibility with a wide range of reaction conditions makes it a versatile intermediate for constructing complex molecular architectures. The product is typically supplied as a crystalline solid with high purity.
903895-48-7 structure
Product Name:3-t-Butoxycarbonylphenylboronic acid, pinacol ester
CAS No:903895-48-7
MF:C17H25BO4
MW:304.189005613327
MDL:MFCD03453057
CID:839863
PubChem ID:3822087
Update Time:2025-06-08
3-t-Butoxycarbonylphenylboronic acid, pinacol ester Chemical and Physical Properties
Names and Identifiers
-
- 3-tert-Butoxycarbonylphenylboronic acid pinacol ester
- 3-(t-butoxycarbonyl)henyl boronicacid pinacol ester
- 3-(t-Butoxycarbonyl)phenylboronic acid pinacol ester
- 3-(tert-Butoxycarbonyl)phenylboronic acid, pinacol ester
- 3-t-Butoxycarbonylphenylboronic acid, pinacol ester
- BM564
- tert-Butyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate
- 3-(tert-Butoxycarbonyl)phenylboronic acid pinacol ester
- AK160342
- VOLNBIZKQGSQMP-UHFFFAOYSA-N
- ZXBA000434
- AM85263
- AB15484
- OR360166
- BC000642
- AX8089214
- 1,1-Dimethylethyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate (ACI)
- DTXSID90396888
- 3-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzoic acid tert-butyl ester
- 3-tert-Butoxycarbonylphenylboronic acid, pinacol ester
- CS-0041085
- EN300-1706466
- Tert-butyl3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate
- DS-9711
- SY031632
- J-510982
- 3-(tert-Butoxycarbonyl)phenylboronic acid pinacol ester, AldrichCPR
- MFCD03453057
- tert-butyl 3-(tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate
- 903895-48-7
- AKOS015949598
- (3-(TERT-BUTOXYCARBONYL)PHENYL)BORONIC ACID PINACOL ESTER
- 3-(Tert-butoxycarbonyl)phenyl boronic acid pinacol ester
-
- MDL： MFCD03453057
- Inchi： 1S/C17H25BO4/c1-15(2,3)20-14(19)12-9-8-10-13(11-12)18-21-16(4,5)17(6,7)22-18/h8-11H,1-7H3
- InChI Key： VOLNBIZKQGSQMP-UHFFFAOYSA-N
- SMILES： O=C(C1C=C(B2OC(C)(C)C(C)(C)O2)C=CC=1)OC(C)(C)C
Computed Properties
- Exact Mass: 304.18500
- Monoisotopic Mass: 304.185
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 0
- Hydrogen Bond Acceptor Count: 4
- Heavy Atom Count: 22
- Rotatable Bond Count: 4
- Complexity: 409
- 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: 44.8
Experimental Properties
- Density: 1.04
- Boiling Point: 396.7°C at 760 mmHg
- Flash Point: 193.7°C
- Refractive Index: 1.494
- PSA: 44.76000
- LogP: 2.94110
3-t-Butoxycarbonylphenylboronic acid, pinacol ester Security Information
- Signal Word：Warning
- Hazard Statement： H302-H315-H319-H335
- Warning Statement： P261-P305+P351+P338
- Storage Condition：Sealed in dry,2-8°C
3-t-Butoxycarbonylphenylboronic acid, pinacol ester Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| Chemenu | CM134617-10g |
tert-Butyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate |
903895-48-7 | 95+% | 10g |
$79 | 2021-08-05 | |
| Chemenu | CM134617-25g |
tert-Butyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate |
903895-48-7 | 95+% | 25g |
$151 | 2021-08-05 | |
| Alichem | A019097752-25g |
tert-Butyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate |
903895-48-7 | 97% | 25g |
$239.40 | 2023-08-31 | |
| Alichem | A019097752-100g |
tert-Butyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate |
903895-48-7 | 97% | 100g |
$803.60 | 2023-08-31 | |
| ChemScence | CS-0041085-5g |
tert-Butyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate |
903895-48-7 | >97.0% | 5g |
$40.0 | 2022-04-26 | |
| ChemScence | CS-0041085-10g |
tert-Butyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate |
903895-48-7 | >97.0% | 10g |
$70.0 | 2022-04-26 | |
| ChemScence | CS-0041085-25g |
tert-Butyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate |
903895-48-7 | >97.0% | 25g |
$150.0 | 2022-04-26 | |
| TRC | B809223-100mg |
3-t-Butoxycarbonylphenylboronic acid, pinacol ester |
903895-48-7 | 100mg |
$ 64.00 | 2023-04-18 | ||
| TRC | B809223-250mg |
3-t-Butoxycarbonylphenylboronic acid, pinacol ester |
903895-48-7 | 250mg |
$ 75.00 | 2023-04-18 | ||
| TRC | B809223-500mg |
3-t-Butoxycarbonylphenylboronic acid, pinacol ester |
903895-48-7 | 500mg |
$ 87.00 | 2023-04-18 |
3-t-Butoxycarbonylphenylboronic acid, pinacol ester Production Method
Production Method 1
Reaction Conditions
1.1 Solvents: Diethyl ether ; 18 h, rt
Reference
Production Method 2
Reaction Conditions
1.1 Reagents: Cesium fluoride Catalysts: Chlorobis(tricyclohexylphosphine)copper Solvents: Toluene ; 24 h, 80 °C
Reference
- Copper-Catalyzed ipso-Borylation of FluoroarenesNiwa, Takashi ; et al, ACS Catalysis, 2017, 7(7), 4535-4541
3-t-Butoxycarbonylphenylboronic acid, pinacol ester Raw materials
- 2,3-Dimethylbutane-2,3-diol
- 3-t-Butoxycarbonylphenylboronic acid
- Benzoic acid, 3-fluoro-, 1,1-dimethylethyl ester
- Bis(pinacolato)diborane
3-t-Butoxycarbonylphenylboronic acid, pinacol ester Preparation Products
3-t-Butoxycarbonylphenylboronic acid, pinacol ester Related Literature
-
Xiaoming Liu,Zachary D. Hood,Wangda Li,Donovan N. Leonard,Arumugam Manthiram,Miaofang Chi J. Mater. Chem. A, 2021,9, 2111-2119
-
Sowmyalakshmi Venkataraman RSC Adv., 2015,5, 73807-73813
-
Liao Xiaoqing,Li Ruiyi,Li Zaijun,Sun Xiulan,Wang Zhouping,Liu Junkang New J. Chem., 2015,39, 5240-5248
-
4. Estimating and correcting interference fringes in infrared spectra in infrared hyperspectral imagingGhazal Azarfar,Ebrahim Aboualizadeh,Nicholas M. Walter,Simona Ratti,Camilla Olivieri,Alessandra Norici,Michael Nasse,Achim Kohler,Mario Giordano Analyst, 2018,143, 4674-4683
-
Domenico Lombardo,Gianmarco Munaò,Pietro Calandra,Luigi Pasqua,Maria Teresa Caccamo Phys. Chem. Chem. Phys., 2019,21, 11983-11991
903895-48-7 (3-t-Butoxycarbonylphenylboronic acid, pinacol ester) Related Products
- 171364-80-0(Methyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate)
- 480425-35-2(methyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate)
- 269409-99-6(Ethyl 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate)
- 849677-21-0(5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-dihydro-2-benzofuran-1,3-dione)
- 17136-80-0(METHYL 4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZOATE)
- 195062-62-5(4-Ethoxycarbonylphenylboronic acid, pinacol ester)
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- 269410-00-6(Ethyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate)
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