tert-Butyl 2-bromo-2-methylpropionate → HCID 58646611, compound

HRID 1353247Notes

Reaction equation

HRID 1353247 reaction equation
[CH3:1][O:2][C:3](=[O:15])[CH:4]([O:13][CH3:14])[CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([OH:12])[CH:7]=1.[C:16]([O:20][C:21](=[O:26])[C:22](Br)([CH3:24])[CH3:23])([CH3:19])([CH3:18])[CH3:17].C(OC(=O)[C@@H](OC)CC1C=CC(C(OC(C)(C)C)=O)=CC=1OC)C>>[CH3:1][O:2][C:3](=[O:15])[C@@H:4]([O:13][CH3:14])[CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([O:12][C:22]([C:21]([O:20][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:26])([CH3:24])[CH3:23])[CH:7]=1

Participants

4

Reactant 3

HCID 90290tert-Butyl 2-bromo-2-methylpropionateHCID 588228023-(3-Hydroxy-phenyl)-2-methoxy-propionic acid methyl esterHCID 69417986HCID 69417986, compound

Product 1

HCID 58646611HCID 58646611, compound

Procedure

The title compound was prepared from 3-(3-hydroxy-phenyl)-2-methoxy-propionic acid methyl ester (example 9, step 4) and 2-bromo-2-methyl-propionic acid tert-butyl ester via the same procedure used for the preparation of (2S)-3-(4-tert-butoxycarbonyl-methoxy-phenyl)-2-methoxy-propionic acid ethyl ester (PREPARATION 3, step 1) to produce a yellow oil. 1H-NMR (CDCl3, 200.15 MHz): δ 7.13-7.09 (m, 1H), 6.84-6.69 (m, 3H), 3.95-3.89 (dd, 1H, J=6.5, 4.4), 3.7 (s, 3H), 3.34 (s, 3H), 2.94-2.90 (m, 2H), 1.50 (s, 6H), 1.43 (s, 9H).

Workup

  1. customto produce a yellow oil

Sources & evidence

ORD record
ord-4a0cf432fef94b97980f04290e897c70
Source dataset
uspto-grants-2007_05
Patent number
US07220880B2

Reaction notes

Loading…