AR-R-17779 → (R)-3'-[4-Bromo-5-(trimethylsilyl)furan-2-yl]spiro[1-azabicyclo[2.2.2]octan-3,5'-oxazolidin]-2'-one

HRID 2109427Notes

Reaction equation

HRID 2109427 reaction equation
[O:1]1[C@@:5]2([CH:10]3[CH2:11][CH2:12][N:7]([CH2:8][CH2:9]3)[CH2:6]2)[CH2:4][NH:3][C:2]1=[O:13].Br[C:15]1[O:16][C:17]([Si:21]([CH3:24])([CH3:23])[CH3:22])=[C:18]([Br:20])[CH:19]=1>>[Br:20][C:18]1[CH:19]=[C:15]([N:3]2[CH2:4][C@:5]3([CH:10]4[CH2:11][CH2:12][N:7]([CH2:8][CH2:9]4)[CH2:6]3)[O:1][C:2]2=[O:13])[O:16][C:17]=1[Si:21]([CH3:24])([CH3:23])[CH3:22]

Participants

3

Reactant 2

HCID 5310971AR-R-17779HCID 576342652,4-Dibromo-5-(trimethylsilyl)furan

Product 1

HCID 57634261(R)-3'-[4-Bromo-5-(trimethylsilyl)furan-2-yl]spiro[1-azabicyclo[2.2.2]octan-3,5'-oxazolidin]-2'-one

Procedure

The title compound was prepared by a method analogous to that described in Preparation 3 from (S)-spiro[1-azabicyclo[2.2.2]octan-3,5′-oxazolidin]-2′-one and 2,4-dibromo-5-(trimethylsilyl)furan. The title compound (577 mg) was obtained as a pale yellow solid, m/z 399, 401 (MH+).

Workup

  1. customThe title compound was prepared by a method analogous to

Sources & evidence

ORD record
ord-6a2058fad94c45feacee301b7c4d013a
Source dataset
uspto-grants-2009_04
Patent number
US07514567B2

Reaction notes

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