Table 1.
Library analogs of 10 | ||||||||||
---|---|---|---|---|---|---|---|---|---|---|
Boronic Acids | ||||||||||
B1 | B2 | B3 | B4 | B5 | B6* | B7 | B8 | B10 | ||
Acid Chlorides | A1 | 30 | 36 | 34 | 19 | 13 | 14 | 31 | 28 | 24 |
A2 | 37 | 35 | 33 | 25 | 32 | 18 | 39 | 38 | 26 | |
A3 | 11 | 13 | 13 | - | 6 | 10 | 14 | - | 14 | |
A4 | 41 | 32 | 40 | 32 | 41 | 23 | 41 | 46 | 43 | |
A5 | 34 | 27 | 35 | 29 | 35 | 15 | 34 | 41 | 42 | |
A7 | 19 | 16 | - | 13 | 17 | 9 | 23 | 14 | 19 | |
A8 | - | 10 | - | 7 | - | - | 14 | - | - | |
A9 | 4 | 1 | 1 | 4 | - | - | 4 | - | ||
A10 | 35 | 34 | 26 | 31 | 28 | 23 | 30 | 20 | 32 | |
A11 | 28 | 21 | 23 | 19 | 32 | 15 | 23 | 21 | 26 | |
A12 | 31 | 28 | 22 | 34 | 27 | 10 | 37 | 31 | 20 | |
A13 | 32 | 43 | 42 | 31 | 36 | 26 | 47 | 42 | 50 | |
A14 | 30 | 14 | - | - | - | - | - | - | - |
Compounds incorporating B6 were reprocessed by normal phase preparative TLC after MDF to attain 90% purity by HPLC.