L-Leucine, N-((1,1-dimethylethoxy)carbonyl)- → L-Leucine
Reaction equation
[NH:1](C(OC(C)(C)C)=O)[C@H:2]([C:7]([OH:9])=[O:8])[CH2:3][CH:4]([CH3:6])[CH3:5]>CN(C)C=O>[NH2:1][C@H:2]([C:7]([OH:9])=[O:8])[CH2:3][CH:4]([CH3:6])[CH3:5]Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Procedure
For example, an amino resin such as Boc-Leu-Pam resin (0.5 g, approximately 0.3 mmole) is swollen in dimethylformamide (“DMF”), deprotected to yield H-Leu-Pam resin. The resin is then acylated with 4 mmole succinic anhydride (“SA”) by vortex mixing at room temperature for 10 to 30 minutes. SA is dissolved in 8 ml DMF (Burdick and Jackson High Purity grade) which is 0.5 M in HOBT and to which 400 μl DIEA is added. After draining and washing the resin with DMF, the Kaiser ninhydrin test is performed to establish that acylation is complete. If not, the acylation step is repeated.
Sources & evidence
- ORD record
- ord-162c77a01e284cdd902ef2795afd1dc3
- Source dataset
- uspto-grants-2003_04
- Patent number
- US06552167B1
Reaction notes
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