Trifluoroacetic acid → H-Thz-NH-tBu
Reaction equation
[N:1]1(C(OC(C)(C)C)=O)[CH2:12][S:11][CH2:10][C@H:2]1[C:3]([NH:5][C:6]([CH3:9])([CH3:8])[CH3:7])=[O:4].FC(F)(F)C(O)=O>>[NH:1]1[CH2:12][S:11][CH2:10][C@H:2]1[C:3]([NH:5][C:6]([CH3:9])([CH3:7])[CH3:8])=[O:4]Participants
3
Procedure
To 3.25 g (11.3 mmol) of Boc-Thz-NH-tBu, 15 ml (195 mmol) of trifluoroacetic acid was added under ice cooling and the resultant mixture was stirred at that temperature for 30 min and evaporated. The residue was washed with hexane by decantation and partitioned between chloroform and 1N NaOH aqueous solution. The organic layer was dried over Na2SO4 and evaporated under reduced pressure to give 2.00 g (Y. 94%) of H-Thz-NH-tBu which was convened to Qoa--Mta--AHPBA--Thz--NH-tBu by a similar method with processes 3-5 of Example 3.
Workup
- customevaporated
- washThe residue was washed with hexane by decantation
- custompartitioned between chloroform and 1N NaOH aqueous solution
- dry with material