| Identification | More | [Name]
4-(N-Boc-amino)phenylboronic acid pinacol ester | [CAS]
330793-01-6 | [Synonyms]
4-(BOC-AMINO)BENZENEBORONIC ACID PINACOL ESTER
4-(BOC-AMINO)PHENYLBORONIC ACID PINACOL CYCLIC ESTER
(4-BOC-AMINOPHENYL)BORONIC ACID, PINACOL ESTER
(4-BOC-N-METHYL-AMINOPHENYL)BORONIC ACID PINACOL ESTER
4-BUTOXYCARBONYLAMINOPHENYLBORONIC ACID, PINACOL ESTER
4-(T-BUTOXYCARBONYLAMINO)PHENYLBORONIC ACID, PINACOL ESTER
4-(TERT-BUTOXYCARBONYLAMINO)PHENYLBORONIC ACID, PINACOL ESTER
4-(TERT-BUTOXYCARBONYL-N-METHYLAMINO)PHENYLBORONIC ACID, PINACOL ESTER
N-BOC-N-METHYL-4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)ANILINE
T-BUTYL-N-[4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENYL]CARBAMATE
T-BUTYL N-[4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE-2-YL)PHENYL]CARBAMATE
T-BUTYL-N-[(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENYL]CARBAMATE
TERT-BUTYL-N-[4-(4,4,5,5-TETRAMETHYL-1,2,3-DIOXABOROLAN-2-YL)PHENYL]CARBAMATE
TERT-BUTYL-N-[4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENYL]CARBAMATE
TERT-BUTYL-N-METHYL-N-[4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENYL]CARBAMATE
4-(Boc-amino)phenylboronic acid~4-(tert-Butoxycarbonylamino)benzeneboronic acid~4-(tert-Butoxycarbonylamino)phenylboronic acid
4-(N-Boc-amino)phenylboronic acid pinacol ester, 97%
Carbamic acid, [4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-, 1,1-dimethylethyl ester (9CI)
4-(tert-Butoxycarbonylamino)benzeneboronicacid
t-Butyl-N-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]carbamate,min.97% | [EINECS(EC#)]
671-693-0 | [Molecular Formula]
C17H28BNO5 | [MDL Number]
MFCD03490498 | [Molecular Weight]
337.22 | [MOL File]
330793-01-6.mol |
| Chemical Properties | Back Directory | [Appearance]
White crystalline powder | [Melting point ]
167-170 °C(lit.) | [Boiling point ]
381.1±25.0 °C(Predicted) | [density ]
1.07±0.1 g/cm3(Predicted) | [storage temp. ]
Refrigerator (+4°C) | [form ]
Crystalline Powder | [pka]
14.00±0.70(Predicted) | [color ]
White to off-white | [InChI]
InChI=1S/C17H26BNO4/c1-15(2,3)21-14(20)19-13-10-8-12(9-11-13)18-22-16(4,5)17(6,7)23-18/h8-11H,1-7H3,(H,19,20) | [InChIKey]
HSJNIOYPTSKQBD-UHFFFAOYSA-N | [SMILES]
C(OC(C)(C)C)(=O)NC1=CC=C(B2OC(C)(C)C(C)(C)O2)C=C1 | [CAS DataBase Reference]
330793-01-6(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,Xn | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S37/39:Wear suitable gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HS Code ]
29349990 |
| Hazard Information | Back Directory | [Chemical Properties]
White crystalline powder | [Uses]
4-(Boc-amino)benzeneboronic acid pinacol ester is a biochemical reagent that can be used as a biological material or organic compound for life science related research. | [Synthesis]
Anhydrous dioxane (100 mL) was added to a 250 mL round-bottom flask using pinacol ester of bisboronic acid (10.5 g, 41.5 mmol) and N-tert-butoxycarbonyl-4-bromoaniline (7.75 g, 28.5 mmol). Pd(dppf)Cl2 (0.79 g, 1.1 mmol) and potassium acetate (7.0 g, 71.4 mmol) were subsequently added. The reaction mixture was stirred at 110 °C for 12 h under argon protection. After completion of the reaction, it was cooled to room temperature, filtered and the filtrate was concentrated by rotary evaporator. The residue was purified by silica gel column chromatography (eluent: petroleum ether/ethyl acetate, 10:1) to afford N-Boc-4-aminophenylboronic acid pinacol ester (3.26 g, 36% yield) as a white solid.1H NMR (400 MHz, DMSO-d6) δ 9.53 (s, 1H), 7.56 (d, J = 8.5 Hz, 2H), 7.47 (d, J = 8.5 Hz, 2H), 1.48 (s, 9H), 1.29 (s, 12H). | [References]
[1] Dyes and Pigments, 2017, vol. 137, p. 229 - 235
[2] Patent: US2002/156081, 2002, A1
[3] Patent: US6921763, 2005, B2
[4] Tetrahedron Letters, 2014, vol. 55, # 2, p. 305 - 309
[5] MedChemComm, 2014, vol. 5, # 10, p. 1507 - 1514 |
|
|