Acetyl chloride → 3-Amino-2-(Cbz-amino)-alanine Methyl Ester
Reaction equation
[C:1](Cl)(=O)C.[NH:5]([C:12]([O:14][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:13])[C@H:6]([C:9]([OH:11])=[O:10])[CH2:7][NH2:8]>CO>[NH2:8][CH2:7][CH:6]([NH:5][C:12]([O:14][CH2:15][C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1)=[O:13])[C:9]([O:11][CH3:1])=[O:10]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
Acetyl chloride (0.627 ml, 8.81 mmol) was added dropwise to a suspension of commercially available Z-Dap-OH ((S)-3-amino-2-(((benzyloxy)carbonyl)amino)propanoic acid) (1 g, 4.20 mmol) in methanol (20 ml) at 0° C. The mixture was stirred at 0° C. for 4 hours and at room temperature for 16 hours. The solvent was evaporated under vacuum to afford the title compound.
Workup
- customThe solvent was evaporated under vacuum
Sources & evidence
- ORD record
- ord-8fb3b552e2b744769fe0693427451071
- Source dataset
- uspto-grants-2016_04
- Patent number
- US09303035B2
Reaction notes
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