p-Toluenesulfonic acid → 4-Methylbenzene-1-sulfonic acid--(3S)-3-aminooxetan-2-one (1/1)
Reaction equation
C([NH:8][C@H:9]([C:12]([OH:14])=[O:13])[CH2:10]O)(OC(C)(C)C)=O.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.CCOC(/N=N/C(OCC)=O)=O.C(O)(C(F)(F)F)=O.[CH3:53][C:54]1[CH:55]=[CH:56][C:57]([S:60]([OH:63])(=[O:62])=[O:61])=[CH:58][CH:59]=1>>[C:54]1([CH3:53])[CH:55]=[CH:56][C:57]([S:60]([OH:63])(=[O:61])=[O:62])=[CH:58][CH:59]=1.[NH2:8][C@H:9]1[CH2:10][O:14][C:12]1=[O:13]Participants
6
Procedure
Boc serine is treated with Ph3P, DEAD, and TFA , followed by TsOH to give the title compound.
Sources & evidence
- ORD record
- ord-a1ec8e1e4260499e80d0d9fb3767e1e0
- Source dataset
- uspto-grants-2007_05
- Patent number
- US07223833B1
Reaction notes
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