(2S)-2-[[2-(3,5-difluorophenyl)acetyl]amino]propanoic acid → HCID 178501690, compound

HRID 983329Notes

Reaction equation

HRID 983329 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]([C:24]1[NH:28][N:27]=[N:26][N:25]=1)[C:20]([O:22][CH3:23])=[O:21].N1C(CC(OCC)=O)=NN=N1>>[F:8][C:6]1[CH:5]=[C:4]([CH2:9][C:10]([NH:12][C@H:13]([C:15]([NH:18][CH:19]([C:24]2[NH:28][N:27]=[N:26][N:25]=2)[C:20]([O:22][CH3:23])=[O:21])=[O:17])[CH3:14])=[O:11])[CH:3]=[C:2]([F:1])[CH:7]=1

Participants

4

Reactant 3

HCID 12135350(2S)-2-[[2-(3,5-difluorophenyl)acetyl]amino]propanoic acidHCID 178470801HCID 178470801, compoundHCID 178501565HCID 178501565, compound

Product 1

HCID 178501690HCID 178501690, compound

Procedure

Following General Procedure C and using N-(3,5-difluorophenylacetyl)-L-alanine (from Example B2 above) and methyl 2-amino-2-(1H-tetrazol-5-yl)acetate (prepared from ethyl 1H-tetrazole-5-acetate [CAS 173367-99-2] using procedures essentially the same as those described in S. Kukolja, J. Med. Chem., 1985, 28, 1886-1896), the title compound was prepared as a solid. The reaction was product was purified by tituration using EtOAc/hexanes.

Workup

  1. customwas purified by tituration

Sources & evidence

ORD record
ord-8433f2b0ee7c4924bee88a5a6b7a8285
Source dataset
uspto-grants-2005_03
Patent number
US06861558B2

Reaction notes

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