(2S)-2-[[2-(3,5-difluorophenyl)acetyl]amino]propanoic acid → HCID 9953534, compound

HRID 1533602Notes

Reaction equation

HRID 1533602 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH2:9][C:10]([NH:12][C@H:13]([C:15]([OH:17])=O)[CH3:14])=[O:11])[CH:5]=[C:6]([F:8])[CH:7]=1.Cl.[CH3:19][O:20][C:21](=[O:31])[C@H:22]([CH2:24][CH2:25][CH2:26][CH2:27][N:28]([CH3:30])[CH3:29])[NH2:23]>CO.C(Cl)Cl>[F:8][C:6]1[CH:5]=[C:4]([CH2:9][C:10]([NH:12][C@H:13]([C:15]([NH:23][C@@H:22]([CH2:24][CH2:25][CH2:26][CH2:27][N:28]([CH3:30])[CH3:29])[C:21]([O:20][CH3:19])=[O:31])=[O:17])[CH3:14])=[O:11])[CH:3]=[C:2]([F:1])[CH:7]=1

Participants

4

Reactant 2

HCID 12135350(2S)-2-[[2-(3,5-difluorophenyl)acetyl]amino]propanoic acidHCID 86608233HCID 86608233, compound

Product 1

HCID 9953534HCID 9953534, compound

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

Following General Procedure A and using N-(3,5-difluorophenylacetyl)-L-alanine (from Example B2 above) and Nε,Nε-dimethyl-L-lysine methyl ester hydrochloride (Bachem), the title compound was prepared as a solid (mp=123-126° C.). The reaction was monitored by tlc (Rf=0.22 in 10% MeOH/DCM+1% TEA) and the product was purified by silica gel column chromatography.

Workup

  1. customthe product was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-74c846dc9e1a464da22cfe87a25d5af4
Source dataset
uspto-grants-2001_03
Patent number
US06207710B1

Reaction notes

Loading…