Spacer Lab Report

General procedure: One equivalent of spacer was coupled using 2.4 equivalents of inhibitor, 0.18 equivalents of copper sulfate, 0.36 equivalents of (+)-sodium-L-ascorbate, in a mixture of 10% H2O in DMF, 24 mL/mmol spacer. The mixture was placed in the microwave for 30 minutes at 80oC
Pro6 Spacer (10) (30 mg, 0.036 mmol) and 18 (36 mg, 0.087 mmol) were dissolved in 778 µL DMF. Copper sulfate (1.62 mg, 0.006 mmol) and sodium-L- ascorbate (2.57 mg, 0.013 mmol) were dissolved in 86 µL H2O. The two solutions were combined in a microwave tube and put in the microwave for 30 minutes at 80oC. The solvent was evaporated under reduced pressure.
The product was purified by preparative HPLC on a C18 column. The product was freeze dried and analyzed using LCMS and analytical HPLC. 19 was obtained as a white solid with a yield of 21 mg (0.013 mmol, 35%). …show more content…
The yield was 2.7 mg (2.2 µmol; 6%) Pro6n3 mono (20).
Pro7 Spacer (11) (38.7 mg, 0.041 mmol) and 18 (40.8 mg, 0.098 mmol) were dissolved in 886 µL DMF. Copper sulfate (1.84 mg, 0.007 mmol) and sodium-L- ascorbate (2.92 mg, 0.015 mmol) were dissolved in 98 µL H2O. The two solutions were combined in a microwave tube and put in the microwave for 30 minutes at 80oC. The solvent was evaporated under reduced pressure. The product was purified by preparative HPLC on a C18 column. The product was freeze dried and analyzed using LCMS, analytical HPLC, and NMR. 21 was obtained as a white solid with a yield of 44.4 mg (0.025 mmol, 61%).
Pro8 Spacer (12) (38 mg, 0.037 mmol) and 16 (34.13 mg, 0.089 mmol) were dissolved in 810 µL DMF. Copper sulfate (1.5 mg, 0.006 mmol) and sodium-L- ascorbate (2.4 mg, 0.012 mmol) were dissolved in 90 µL H2O. The two solutions were combined in a microwave tube and put in the microwave for 30 minutes at 80oC. The solvent was evaporated under reduced