(2S)-2-[[2-(3,5-difluorophenyl)acetyl]amino]propanoic acid → HCID 22984079, compound

HRID 133285Notes

Reaction equation

HRID 133285 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.[NH2:18][CH:19]1[C:25](=[O:26])[N:24]([CH:27]([CH3:29])[CH3:28])[C:23]2[CH:30]=[CH:31][CH:32]=[CH:33][C:22]=2[N:21]([CH:34]([CH3:36])[CH3:35])[C:20]1=[O:37]>>[F:8][C:6]1[CH:5]=[C:4]([CH2:9][C:10]([NH:12][C@H:13]([C:15]([NH:18][CH:19]2[C:25](=[O:26])[N:24]([CH:27]([CH3:29])[CH3:28])[C:23]3[CH:30]=[CH:31][CH:32]=[CH:33][C:22]=3[N:21]([CH:34]([CH3:36])[CH3:35])[C:20]2=[O:37])=[O:17])[CH3:14])=[O:11])[CH:3]=[C:2]([F:1])[CH:7]=1

Participants

3

Reactant 2

HCID 12135350(2S)-2-[[2-(3,5-difluorophenyl)acetyl]amino]propanoic acidHCID 21955833HCID 21955833, compound

Product 1

HCID 22984079HCID 22984079, compound

Procedure

Following General Procedure I above using N-(3,5-difluorophenylacetyl)-L-alanine (Example B) and 3-amino-2,4-dioxo-1,5-bis-(1-methylethyl)-2,3,4,5-tetrahydro-α-hydro-1H-1,5-benzodiazepine (Example 8-P), the title compound was prepared as a white solid (melting point=232-233° C.). Purification was by flash chromatography eluting with EtOAc/hexanes (4:1 gradient to 6:1). Rf=0.31 (4:1 EtOAc/hexanes).

Workup

  1. customPurification
  2. washeluting with EtOAc/hexanes (4:1 gradient to 6:1)

Sources & evidence

ORD record
ord-e9e586e76ef04b6982c8bd240a2c6518
Source dataset
uspto-grants-2008_06
Patent number
US07390801B2

Reaction notes

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