tert-Butyl bromoacetate → 4-(S)-Isopropyl-3-[2-(R)-tert-butoxycarbonylmethyl-1-oxo-4-phenylbutyl]-2-oxazolidinone

HRID 263452Notes

Reaction equation

HRID 263452 reaction equation
[CH:1]([C@H:4]1[CH2:8][O:7][C:6](=[O:9])[N:5]1[C:10](=[O:20])[CH2:11][CH2:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([CH3:3])[CH3:2].Br[CH2:22][C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24]>>[CH:1]([C@H:4]1[CH2:8][O:7][C:6](=[O:9])[N:5]1[C:10](=[O:20])[C@@H:11]([CH2:22][C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])[CH2:12][CH2:13][C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1)([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 79177tert-Butyl bromoacetateHCID 118079334-(S)-Isopropyl-3-(1-oxo-4-phenylbutyl)-2-oxazolidinone

Product 1

HCID 538003254-(S)-Isopropyl-3-[2-(R)-tert-butoxycarbonylmethyl-1-oxo-4-phenylbutyl]-2-oxazolidinone

Procedure

Following the procedure described in Referential Example 4, but using 4-(S)-isopropyl-3-(1-oxo-4-phenylbutyl)-2-oxazolidinone (8.83 g), prepared in Referential Example 91, and tert-butyl bromoacetate (25.0 ml), there was obtained the desired compound (7.35 g).

Sources & evidence

ORD record
ord-406e73bca57c48adbb1f3ffb063a837e
Source dataset
uspto-grants-1997_07
Patent number
US05643908

Reaction notes

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