Ixazomib; MLN-9708.

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/

 http://www.google.com/patents/WO2009154737A1?cl=en

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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