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Thursday 16 July 2015

Methyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate










methyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate 

Compound 2.15b was synthesized using General Procedure 1 and purified by flash chromatography on silica gel to afford a colorless oil;

1H NMR (500 MHz, CDCl3) δ 3.63 (s, 3H), 2.42 (t, J = .5 Hz, 2H), 1.22 (s, 12H), 1.00 (t, J = 7.5 Hz, 2H); 13C NMR (125 MHz, CDCl3) δ 1 5.14, 83.30, 51.56, 2 . 6, 28.6 , 24.82;


11B NMR (160 MHz, CDCl3): δ 33.36;


IR (NaCl) 2 80, 1 40, 1381, 131 , 1144, 0, 84 cm-1 ;


HRMS (ESI+): Calcd for C10H20BO4 [M+H]: 215.1455, Found: 215.1447;
Calcd for C10H19BNaO4 [M+Na]: 237.1274, Found: 237.1268.




methyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate

Chemical structure of methyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate
Molecular Formula: C10H19BO4
Molecular Weight: 214.069 g/mol
Cas Number: 1150561-77-5
InChIKey: SWDXLJYTYJQFJI-UHFFFAOYSA-N
Melting Point: n/a
Boiling Point: n/a
Density: n/a
Refractive Index: n/a
Synthesis Reference(s) for methyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate
1) Journal of Organic Chemistry, 2011, vol. 76, №10, p. 3997-4007
2) Organic Letters, 2009, vol. 11, №15, p. 3478-3481
3) Organic Letters, 2008, vol. 10, №9, p. 1795-1798
Synonym Chemical Name(s) for methyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate
methyl 3-(4,4,5,5,-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate


Activation of diboron reagents: The development of mild ...

scholar.lib.vt.edu/theses/available/etd.../Thorpe_SB_D_2012.pdf
by SB Thorpe - ‎2012
Mar 23, 2012 - NMR, and solvent kinetic isotope experiments were employed to gain...... Interestingly, Tavaborole exhibits a different mechanism of action.
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