Cyclobutanecarbonyl chloride → HCID 69742196, compound

HRID 895814Notes

Reaction equation

HRID 895814 reaction equation
[CH:1]1([C:5](Cl)=[O:6])[CH2:4][CH2:3][CH2:2]1.[C:8]1([C@H:14]2[NH:17][C:16](=[O:18])[C@@H:15]2[O:19][Si:20]([CH2:25][CH3:26])([CH2:23][CH3:24])[CH2:21][CH3:22])[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>>[CH:1]1([C:5]([N:17]2[C@H:14]([C:8]3[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=3)[C@@H:15]([O:19][Si:20]([CH2:25][CH3:26])([CH2:23][CH3:24])[CH2:21][CH3:22])[C:16]2=[O:18])=[O:6])[CH2:4][CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 78705Cyclobutanecarbonyl chlorideHCID 60147326HCID 60147326, compound

Product 1

HCID 69742196HCID 69742196, compound

Procedure

By following the above procedure and using cyclobutylcarbonyl chloride, (3R,4R)-4-phenyl-3-triethylsilyloxy-azetidin-2-one was converted to the title product: 1H NMR (CDCl3) δ 0.18-0.61 (m, 15H), 1.66-2.22 (m, 6H), 3.61 (m, 1H), 4.89 (d, 1H, J=5.7 Hz), 4.94 (d, 1H, J=5.7 Hz), 7.03-7.18 (m, 5H).

Sources & evidence

ORD record
ord-412a0cbb4eb442f58395435457033a8c
Source dataset
uspto-grants-2005_07
Patent number
US06916942B2

Reaction notes

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