Table 2.
| ||||
---|---|---|---|---|
entry | thiol (R-SH) | product | 4-SR-Phe product | total cross-coupled productsa |
1 | 2 | 22% | 99% | |
2 | 5 | 90% | 90% | |
3 | 6 | 2% | 2% | |
4 | HS-(CH2)7-CH3 | 0% | 0% | |
5 | 7 | 21 %b | 45%b | |
6 | 2 | 57%b | 67%b |
Includes disulfide products;
at 100 °C. RN = Ac-Thr(tBu)- (solid) or Ac-Thr- (solution). RC = -Pro-Asn(Trt)-NHRink (solid) or -Pro-Asn-NH2 (solution).