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

HRID 263449Notes

Reaction equation

HRID 263449 reaction equation
[CH:1]([C@H:4]1[CH2:8][O:7][C:6](=[O:9])[N:5]1[C:10](=[O:19])[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])([CH3:3])[CH3:2].Br[CH2:21][C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23]>>[CH:1]([C@H:4]1[CH2:8][O:7][C:6](=[O:9])[N:5]1[C:10](=[O:19])[C@@H:11]([CH2:21][C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 79177tert-Butyl bromoacetateHCID 105880604-(S)-Isopropyl-3-(1-oxononyl)-2-oxazolidinone

Product 1

HCID 107862084-(S)-Isopropyl-3-[2-(R)-tert-butoxycarbonylmethyl-1-oxononyl]-2-oxazolidinone

Procedure

Following the procedure described in Referential Example 4, but using 4-(S)-isopropyl-3-(1-oxononyl)-2-oxazolidinone (10.09 g), prepared in Referential Example 71, and tert-butyl bromoacetate (30 ml), the desired compound (12.62 g) was obtained.

Sources & evidence

ORD record
ord-5745abe5b81b46a0ae9ba550d92a5abd
Source dataset
uspto-grants-1997_07
Patent number
US05643908

Reaction notes

Loading…