Boc-L-Valine → n-Boc-valinyl-valine benzyl ester
Reaction equation
[NH:1]([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[C@H:2]([C:6]([OH:8])=O)[CH:3]([CH3:5])[CH3:4].C1(C)C=CC(S(O)(=O)=O)=CC=1.[CH2:27]([O:34][C:35](=[O:41])[C@H:36]([CH:38]([CH3:40])[CH3:39])[NH2:37])[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1>>[CH2:27]([O:34][C:35](=[O:41])[C@H:36]([CH:38]([CH3:39])[CH3:40])[NH:37][C:6](=[O:8])[C@H:2]([CH:3]([CH3:4])[CH3:5])[NH:1][C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1Participants
3
Procedure
Boc-Val-OH (2.86 g, 13.2 mmol) was coupled to valine benzyl ester p-toluenesulfonate (5.0 g, 13.2 mmol) using the procedure of Example 55 to give 5.41g, (100%) of the desired product (RF 0.15; 20% ethyl acetate in hexane) as a colorless gum. Mass spectrum M+H)+ =407.
Sources & evidence
- ORD record
- ord-48b7337e04ae47048fead0c6017431e3
- Source dataset
- uspto-grants-1992_08
- Patent number