Table 1. Results from on-bead screening.
Reactions for 2,3-selective catalysts were run in triplicate from trials run at the same time with the same batch of reagents. Conversions and monoepoxide ratios are estimated by GC. See Supplementary Information for details.
| ||||||||||||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Entry | i | i+1 | i+2 | i+3 | i+4 | i+5 | Catalyst | Approx. conv. | 10,11- (5) | 6,7- (4) | 2,3- (3) | Std. dev. | Library | |
| 1 | Boc-Asp | Pro | D-Thr(OtBu) | Asn(Trt) | Leu | – | 6 | 13% | 1.0 | 1.0 | 3.9 | 0.1 | Initial screening | |
| 2 | Boc-Asp | Pro | Asn(Trt) | D-Phe | Thr(OBn) | – | 7 | 13% | 1.3 | 1.0 | 8.2 | 0.1 | Directed library #1 | |
| 3 | Boc-Asp | Pro | Asn(Trt) | D-Phe | Thr(OBn) | Asn(Trt) | 8a | 15% | 1.2 | 1.0 | 18.0 | 0.5 |
|
Directed library #2 |
| 4 | Boc-Asp | Pro | Asn(Trt) | D-Phe | Pro | Asn(Trt) | 9a | 12% | 1.2 | 1.0 | 14.6 | 0.7 | ||
| 5 | Boc-Asp | Pro | Asn(Trt) | D-Phe | – | – | 10 | 14% | 1.3 | 1.0 | 5.0 | 0.0 | ||
| 6 | Boc-Asp | D-Pro | Thr(OBn) | Leu | – | – | 11 | 14% | 1.5 | 1.9 | 1.0 | 0.0 | Truncated directed library #2 | |
| 7 | Boc-Asp | D-Pro | Thr(OBn) | Asn(Trt) | Tyr(OtBu) | – | 12a | 16% | 1.5 | 2.9 | 1.0 | 0.0 | Directed library #3 | |
Variations of selective peptide catalysts:
