| Identification | Back Directory | [Name]
4-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)CYCLOHEX-3-ENE-1-CARBOXYLIC ACID ETHYL ESTER | [CAS]
1049004-32-1 | [Synonyms]
Ethyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)
1-Ethoxycarbonylcyclohex-3-ene-4-boronic acid pinacol ester
4-(Ethoxycarbonyl)cyclohexene-1-boronic acid, pinacol ester
4-(ETHOXY(HYDROXY)BORYL)CYCLOHEX-3-ENECARBOXYLATE PINACOL ESTER
4-(Ethoxycarbonyl)cyclohexene-1-boronic acid, pinacol ester 97%
Ethyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-cycl...
ethyl 4-(hydroxy((3-hydroxy-2,3-dimethylbutan-2-yl)oxy)boryl)cyclohex-
ethyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohex-3-enecarboxylate
ethyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohex-3-ene-1-carboxylate
Ethyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-cyclohexene-1-carboxylate
ethyl 4-(hydroxy((3-hydroxy-2,3-dimethylbutan-2-yl)oxy)boryl)cyclohex-3-enecarboxylate
4-(4,4,5,5-TetraMethyl-[1,3,2]dioxaborolan-2-yl)-cyclohex-3-enecarboxylic acid ethyl ester
4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-Cyclohexene-1-carboxylic acid ethyl ester
4-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)CYCLOHEX-3-ENE-1-CARBOXYLIC ACID ETHYL ESTER
3-Cyclohexene-1-carboxylic acid, 4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-, ethyl ester | [Molecular Formula]
C15H25BO4 | [MDL Number]
MFCD11520546 | [MOL File]
1049004-32-1.mol | [Molecular Weight]
280.17 |
| Chemical Properties | Back Directory | [Boiling point ]
312.6±52.0 °C(Predicted) | [density ]
1.03 | [storage temp. ]
Inert atmosphere,2-8°C | [form ]
Liquid | [color ]
Colorless to light yellow | [InChI]
InChI=1S/C15H25BO4/c1-6-18-13(17)11-7-9-12(10-8-11)16-19-14(2,3)15(4,5)20-16/h9,11H,6-8,10H2,1-5H3 | [InChIKey]
ZREZDODZGZVRBD-UHFFFAOYSA-N | [SMILES]
C1(C(OCC)=O)CCC(B2OC(C)(C)C(C)(C)O2)=CC1 |
| Hazard Information | Back Directory | [Uses]
4-(Ethoxycarbonyl)cyclohexene-1-boronic acid, pinacol ester | [Synthesis]
Ethyl 4-((trifluoromethanesulfonyl)oxy)-3-cyclohexene-1-carboxylate (303 mg, 1 mmol) and pinacol ester of bis(boronic acid) (370 mg, 1.5 mmol) were added to KOAc (400 mg, 4 mmol) and Pd(dppf)Cl2 (10 mg, 0.05 mmol) in dioxane (5 mL). The reaction mixture was heated at 110 °C for 16 hours. After completion of the reaction, it was cooled to room temperature and the mixture was partitioned between EtOAc (10 mL) and saturated NaHCO3 solution (10 mL). The aqueous phase was extracted with EtOAc (10 mL × 2). The combined organic phases were washed with brine, dried over anhydrous MgSO4, filtered, and concentrated. Purification by fast chromatography (25% EtOAc in petroleum ether solution) afforded ethyl 4-boronic acid pinacol ester-3-cyclohexenecarboxylate (250 mg, 89% yield).LRMS m/z (M + H)+: 281 (measured value), 281 (calculated value). | [References]
[1] Patent: WO2014/81619, 2014, A1. Location in patent: Page/Page column 128
[2] Patent: US2011/251183, 2011, A1. Location in patent: Page/Page column 18
[3] Patent: US2011/263578, 2011, A1. Location in patent: Page/Page column 34
[4] Patent: WO2011/128265, 2011, A1. Location in patent: Page/Page column 34
[5] Patent: US2011/275801, 2011, A1. Location in patent: Page/Page column 49 |
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