tert-Butyl 2-bromo-2-methylpropionate → (2S)-3-[4-(1-tert-butoxycarbonyl-1-methyl-ethoxy)-phenyl]-2-methoxy-propionic acid ethyl ester

HRID 1353211Notes

Reaction equation

HRID 1353211 reaction equation
[C:1]([O:5][C:6](=[O:11])[C:7](Br)([CH3:9])[CH3:8])([CH3:4])([CH3:3])[CH3:2].[CH2:12]([O:14][C:15](=[O:35])[C@@H:16]([O:33][CH3:34])[CH2:17][C:18]1[CH:23]=[CH:22][C:21]([O:24]CC(OC(C)(C)C)=O)=[CH:20][CH:19]=1)[CH3:13]>>[CH2:12]([O:14][C:15](=[O:35])[C@@H:16]([O:33][CH3:34])[CH2:17][C:18]1[CH:19]=[CH:20][C:21]([O:24][C:7]([C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:11])([CH3:9])[CH3:8])=[CH:22][CH:23]=1)[CH3:13]

Participants

3

Reactant 2

HCID 90290tert-Butyl 2-bromo-2-methylpropionateHCID 58864672(2S)-3-(4-tert-butoxycarbonylmethoxy-phenyl)-2-methoxy-propionic acid ethyl ester

Product 1

HCID 58646618(2S)-3-[4-(1-tert-butoxycarbonyl-1-methyl-ethoxy)-phenyl]-2-methoxy-propionic acid ethyl ester

Procedure

The title compound was prepared from (2S)-3-(4-hydroxy-phenyl)-2-methoxy-propionic acid ester (Preparation 1) and 2-bromo-2-methyl-propionic acid tert-butyl ester via the same procedure used to prepare (2S)-3-(4-tert-butoxycarbonylmethoxy-phenyl)-2-methoxy-propionic acid ethyl ester (example 121, step 1) to produce a yellow oil.

Workup

  1. customto produce a yellow oil

Sources & evidence

ORD record
ord-8ec324b82fd049f0b9baf0d4eb873fd0
Source dataset
uspto-grants-2007_05
Patent number
US07220880B2

Reaction notes

Loading…