HCID 22821678, compound → HCID 53981599, compound

HRID 223091Notes

Reaction equation

FC1C=CC(C=N[C@H](C(OC(C)(C)C)=O)CC(C)C)=CC=1.[C:22]([O:26][C:27]([C@@H:29]([N:34]1[C@H:37]([C:38]2[CH:43]=[CH:42][C:41]([F:44])=[CH:40][CH:39]=2)[C@H:36]([N:45]=[N+:46]=[N-:47])[C:35]1=[O:48])[CH2:30][CH:31]([CH3:33])[CH3:32])=[O:28])([CH3:25])([CH3:24])[CH3:23]>>[C:22]([O:26][C:27]([C@@H:29]([N:34]1[C@@H:37]([C:38]2[CH:39]=[CH:40][C:41]([F:44])=[CH:42][CH:43]=2)[C@@H:36]([N:45]=[N+:46]=[N-:47])[C:35]1=[O:48])[CH2:30][CH:31]([CH3:33])[CH3:32])=[O:28])([CH3:24])([CH3:25])[CH3:23]

Participants

Reactant 2

HCID 22821678HCID 22821678, compound

HCID 53981598HCID 53981598, compound

Product 1

HCID 53981599HCID 53981599, compoundYield 96.6%

Procedure

Using N-(4-fluorobenzylidene)-1(S)-t-butoxycarbonyl-3-methylbutylamine (10.09 g., 34.4 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)-t-butoxycarbonyl-3-methylbutyl)-3(S)-azido-4(R)-(4-fluorophenyl)azetidin-2-one and 1-(1(S)-t-butoxycarbonyl-3-methylbutyl)-3(R)-azido-4(S)-(4-fluorophenyl)azetidin-2-one (12.51 g., yield: 96.6%).

Workup

customthe reaction, separation and purification
customto give

Sources & evidence

ORD record: ord-0e3065e5661c4f7fbc1b0fa13ed43f9b
Source dataset: uspto-grants-1982_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04352752

Reaction notes

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