CAS#: 1201902-80-8
Synonym: Ixazomib; MLN-9708.
IUPAC/Chemical name:
4-(carboxymethyl)-2-((R)-1-(2-(2,5-dichlorobenzamido)acetamido)-3-methylbutyl)-6-oxo-1,3,2-dioxaborinane-4-carboxylic acid
synthesis..........http://newdrugapprovals.org/2013/05/24/takeda-begins-phase-iii-trial-of-ixazomib-multiple-myeloma-drug/
Example 1: Synthesis of 4-(/?,S)-(carboxymethyl)-2-( (R)-I -(2-(2,5- dichlorobenzamido)acetamido)-3-methylbutyl)-6-oxo-l,3,2-dioxaborinane-4- carboxylic acid (1-1)
Form 1 as a crystalline solid (6.65 g, 88 %).
1H NMR (500 MHz, DMSOd6, δ 110 0C):
10.08 (s, IH), 8.69 (s, IH),
7.61 (s, IH),
7.52 (d, J = 1.3 Hz, 2H),
4.26 (d, J = 5.5 Hz, 2H),
2.70 (q, J = 14.5 Hz, 4H),
2.70 (bs, IH),
1.72 (sept, J – 6.5 Hz, IH),
1.42 (ddd, J = 5.2 Hz, J = 8.6 Hz, J = 13.9 Hz, IH),
1.28 (ddd, J = 5.3, J = 9.4 Hz, J = 14.3 Hz, IH),
0.91 (dd, J = 3.3 Hz, J = 6.6 Hz, 6H).
MS (m/z) in CH3CN: [M+Na] calculated for C20H23BCl2N2NaO9, 539.1; found, 539.1.
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