Propanal → Ethyl 3-(4-hydroxyphenyl)-2-propylaminopropionate

HRID 1860107Notes

Reaction equation

HRID 1860107 reaction equation
Cl.[CH2:2]([O:4][C:5](=[O:16])[CH:6]([CH2:8][C:9]1[CH:14]=[CH:13][C:12]([OH:15])=[CH:11][CH:10]=1)[NH2:7])[CH3:3].[CH:17](=O)[CH2:18][CH3:19].C([BH3-])#N.[Na+]>>[OH:15][C:12]1[CH:11]=[CH:10][C:9]([CH2:8][CH:6]([NH:7][CH2:17][CH2:18][CH3:19])[C:5]([O:4][CH2:2][CH3:3])=[O:16])=[CH:14][CH:13]=1

Participants

4

Reactant 3

HCID 527PropanalHCID 61327DL-Tyrosine ethyl ester hydrochlorideHCID 5003444Sodium cyanoborohydride

Product 1

HCID 18625930Ethyl 3-(4-hydroxyphenyl)-2-propylaminopropionate

Procedure

In a similar manner to that described in Reference example 59(a), a reaction is carried out using DL-tyrosine ethyl ester hydrochloride, propionaldehyde and sodium cyanoborohydride and the reaction mixture is treated to afford the desired compound.

Workup

  1. additionthe reaction mixture is treated

Sources & evidence

ORD record
ord-71f5e00db54b493a9c7edf4dba9d81d2
Source dataset
uspto-grants-2003_03
Patent number
US06528525B1

Reaction notes

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