1-Bromo-3-isopropylbenzene → (S)-2-(3-Isopropyl-phenylamino)-3-(3,4,5-trimethoxyphenyl)-propionic acid

HRID 585881Notes

Reaction equation

HRID 585881 reaction equation
[C:1]1([C:25]2[CH:30]=CC=C[CH:26]=2)[CH:6]=[CH:5][CH:4]=[C:3]([NH:7][C@@H:8]([CH2:12][C:13]2[CH:18]=[C:17]([O:19][CH3:20])[C:16]([O:21][CH3:22])=[C:15]([O:23][CH3:24])[CH:14]=2)[C:9]([OH:11])=[O:10])[CH:2]=1.BrC1C=CC=C(C(C)C)C=1>>[CH:25]([C:1]1[CH:2]=[C:3]([NH:7][C@@H:8]([CH2:12][C:13]2[CH:14]=[C:15]([O:23][CH3:24])[C:16]([O:21][CH3:22])=[C:17]([O:19][CH3:20])[CH:18]=2)[C:9]([OH:11])=[O:10])[CH:4]=[CH:5][CH:6]=1)([CH3:30])[CH3:26]

Participants

3

Reactant 2

HCID 1384991-Bromo-3-isopropylbenzeneHCID 11384247(S)-2-(Biphenyl-3-ylamino)-3-(3,4,5-trimethoxy-phenyl)-propionic acid

Product 1

HCID 67492445(S)-2-(3-Isopropyl-phenylamino)-3-(3,4,5-trimethoxyphenyl)-propionic acid

Procedure

The title compound is prepared as described for (S)-2-(Biphenyl-3-ylamino)-3-(3,4,5-trimethoxy-phenyl)-propionic acid (example 1) but using 1-bromo-3-isopropylbenzene (Lancaster). Purification by MPLC (CH3CN/H2O/TFA) afforded the title compound; ES-MS: 374.1 [M+H]+; HPLC: single peak at tR=8.95 min (System 1).

Workup

  1. customThe title compound is prepared
  2. customPurification by MPLC (CH3CN/H2O/TFA)

Sources & evidence

ORD record
ord-7cf4450c72384c5c99b8db8dcea96ffb
Source dataset
uspto-grants-2005_08
Patent number
US06933290B2

Reaction notes

Loading…