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

HRID 263447Notes

Reaction equation

HRID 263447 reaction equation
[CH:1]([C@H:4]1[CH2:8][O:7][C:6](=[O:9])[N:5]1[C:10](=[O:18])[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])([CH3:3])[CH3:2].Br[CH2:20][C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22]>>[CH:1]([C@H:4]1[CH2:8][O:7][C:6](=[O:9])[N:5]1[C:10](=[O:18])[C@@H:11]([CH2:20][C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 79177tert-Butyl bromoacetateHCID 108486184-(S)-Isopropyl-3-(1-oxooctyl)-2-oxazolidinone

Product 1

HCID 106667984-(S)-Isopropyl-3-[2-(R)-tert-butoxycarbonylmethyl-1-oxooctyl]-2-oxazolidinone

Procedure

Following the procedure described in Referential Example 4, but using 4-(S)-isopropyl-3-(1-oxooctyl)-2-oxazolidinone (5.51 g), prepared in Referential Example 61, and tert-butyl bromoacetate (17 ml), the desired compound (4.13 g) was obtained.

Sources & evidence

ORD record
ord-cf7ebc0bcdd148dfab5b549f431f9936
Source dataset
uspto-grants-1997_07
Patent number
US05643908

Reaction notes

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