HCID 13918280, compound → HCID 22821672, compound

HRID 223092Notes

Reaction equation

C(=N[C@H](C(OCC1C=CC=CC=1)=O)CC(C)C)C1C=CC=CC=1.[CH2:24]([O:31][C:32]([C@@H:34]([N:39]1[C@H:42]([C:43]2[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=2)[C@H:41]([N:49]=[N+:50]=[N-:51])[C:40]1=[O:52])[CH2:35][CH:36]([CH3:38])[CH3:37])=[O:33])[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1>>[CH2:24]([O:31][C:32]([C@@H:34]([N:39]1[C@@H:42]([C:43]2[CH:44]=[CH:45][CH:46]=[CH:47][CH:48]=2)[C@@H:41]([N:49]=[N+:50]=[N-:51])[C:40]1=[O:52])[CH2:35][CH:36]([CH3:38])[CH3:37])=[O:33])[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1

Participants

Reactant 2

HCID 13918280HCID 13918280, compound

HCID 22821673HCID 22821673, compound

Product 1

HCID 22821672HCID 22821672, compoundYield 77.3%

Procedure

Using N-benzylidene-1(S)-benzyloxycarbonyl-3-methylbutylamine (3.62 g., 11.7 mmol) as a starting material, the reaction, separation and purification were carried out under the same conditions as in Referential example 7 to give a mixture of 1-(1(S)-benzyloxycarbonyl-3-methylbutyl)-3(S)-azido-4(R)-phenylazetidin-2-one and 1-(1(S)-benzyloxycarbonyl-3-methylbutyl)-3(R)-azido-4(S)-phenylazetidin-2-one (3.55 g., yield: 77.3%).

Workup

customthe reaction, separation and purification
customto give

Sources & evidence

ORD record: ord-4baf3d568e41468b8f384f046b3e72bd
Source dataset: uspto-grants-1982_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04352752

Reaction notes

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