Acetic Anhydride → N-Acetyl-D-serine
Reaction equation
[C:1](OC(=O)C)(=[O:3])[CH3:2].[NH2:8][C@@H:9]([C:12]([OH:14])=[O:13])[CH2:10][OH:11]>C(O)(=O)C>[C:1]([NH:8][C@H:9]([CH2:10][OH:11])[C:12]([OH:14])=[O:13])(=[O:3])[CH3:2]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 30 °C
Procedure
Acetic anhydride (10.79 ml) was added to a suspension of D-serine (10 grams) in acetic acid (150 ml) and stirred at 25-35° C. After completion of the reaction, acetic acid was removed by distillation followed by co-distillation with tetrahydrofuran. Isopropyl alcohol (30 ml) and methyltertiarybutylether (60 ml) was added to the obtained residue and stirred for 30 minutes. The obtained solid was filtered off and then solvent from the filtrate was distilled off completely under reduced pressure to get the title compound.
Workup
- customwas removed by distillation
- additionIsopropyl alcohol (30 ml) and methyltertiarybutylether (60 ml) was added to the obtained residue
- stirringstirred for 30 minutes
- filtrationThe obtained solid was filtered off
- distillationsolvent from the filtrate was distilled off completely under reduced pressure
Sources & evidence
- ORD record
- ord-9d54cf5e610641f7a3a547dc6b7b364b
- Source dataset
- uspto-grants-2014_12
- Patent number
- US08907132B2
Reaction notes
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