1-(Diphenylmethyl)azetidin-3-one → HCID 86609770, compound

HRID 1724221Notes

Reaction equation

HRID 1724221 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])[CH:5]=[C:6]([F:8])[CH:7]=1.[C:15]1([CH:21]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[N:22]2[CH2:25][C:24](=[O:26])[CH2:23]2)[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.CC1C(C)=C(C)[SiH](C)[SiH-](C)(C)C=1.[Li+]>>[Br:1][C:2]1[CH:3]=[C:4]([C@H:9]([C:24]2([OH:26])[CH2:25][N:22]([CH:21]([C:27]3[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=3)[C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[CH2:23]2)[C:10]([O:12][CH2:13][CH3:14])=[O:11])[CH:5]=[C:6]([F:8])[CH:7]=1

Participants

4

Reactant 3

HCID 37355581-(Diphenylmethyl)azetidin-3-oneHCID 67055402HCID 67055402, compoundHCID 131724630HCID 131724630, compound

Product 1

HCID 86609770HCID 86609770, compound

Procedure

The title compound was prepared from ethyl 3-bromo-5-fluorophenylacetate and 1-[bis-phenylmethyl]azetidin-3-one (Preparation 2) by the procedure described in Step 2 of Preparation 3 except that lithium hexamethyldisilamide was used instead of butyllithium to form the ketene acetal; Mass Spectrum: m/e=498 (M+1, 79Br), 500 (M+1, 81Br)

Sources & evidence

ORD record
ord-1bcc2cb7572746d0baaba70347e7f379
Source dataset
uspto-grants-2009_02
Patent number
US07485732B2

Reaction notes

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