Table 2.
Entry | R1 | R2 | Purity (%)a | Entry | R1 | R2 | Purity (%)a |
---|---|---|---|---|---|---|---|
10a | A | a | 82 | 10m | B | e | 66 |
10b | A | b | 90 | 10n | B | f | 82 |
10c | A | c | 86 | 10o | B | g | 81 |
10d | A | d | 84 | 10pb | B | h | 82 |
10e | A | e | 83 | 10q | C | a | 80 |
10f | A | f | 90 | 10r | C | b | 80 |
10g | A | g | 80 | 10s | C | c | 70 |
10hb | A | h | 88 | 10t | C | d | 58 |
10i | B | a | 85 | 10u | C | e | 53 |
10j | B | b | 74 | 10v | C | f | 80 |
10k | B | c | 73 | 10w | C | g | 91 |
10l | B | d | 65 | 10xb | C | h | 81 |
Based on integration of HPLC spectra with UV detection at 280 nm; Error = ± 2%. For products where the diastereomeric products could be resolved by HPLC, their ratios ranged from 2 : 1 to 5 : 1.
MS data indicated that the side chain of l-Asp(OtBu) was deprotected and the methyl ester was formed during methanolysis.