反应详情

Rink resin (239 mg; loading 0.43 mmol/g) functionalized with Arg(Boc)2 was coupled with 106 mg of 3,5-dihydroxy-4-methylbenzoic acid in the presence of DIC (85 mg) and HOBt (90 mg) in DMF (1.5 ml). The resin was then washed and treated with a 15% solution of benzyltrimethylammonium hydroxide in DMF for 45 min. The resin was washed with DMF, 10% acetic acid in DMF, DMF and DCM and dried in vacuo for 4 h. The dried resin was washed with anhydrous THF and mixed with 145 mg (0.5 mmole) of triphenylphosphane and 25 μl of bistrimethylsilylacetamide in THF and kept at room temperature for 1 h. In a separate vial a mixture of 100 mg (0.2 mmol) of 2-(2,4-dichlorophenyl)ethanol and 100 μl of DIAD in dry THF was prepared. The reaction mixture was added to the resin which had previously been cooled in a refrigerator for 10 min. Coupling was continued at room temperature overnight. The resin was washed and dried, and the final product was cleaved off and processed as described in Example 1.

1. washThe resin was then washed
2. additiontreated with a 15% solution of benzyltrimethylammonium hydroxide in DMF for 45 min
3. washThe resin was washed with DMF, 10% acetic acid in DMF, DMF and DCM
4. customdried in vacuo for 4 h
5. washThe dried resin was washed with anhydrous THF
6. customwas prepared
7. additionThe reaction mixture was added to the resin which
8. temperaturehad previously been cooled in a refrigerator for 10 min
9. waitCoupling was continued at room temperature overnight
10. washThe resin was washed
11. customdried