(2S)-2-[[2-(3,5-difluorophenyl)acetyl]amino]propanoic acid → HCID 22894861, compound

HRID 322772Notes

Reaction equation

HRID 322772 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[S:25][C:26]2[CH2:32][CH2:31][CH2:30][CH2:29][C:27]=2[CH:28]=1)[C:20]([O:22][CH3:23])=[O:21].C(NC(C1SC2CCCCC=2C=1)C(O)=O)(OC(C)(C)C)=O>>[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[S:25][C:26]3[CH2:32][CH2:31][CH2:30][CH2:29][C:27]=3[CH:28]=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 22492045HCID 22492045, compoundHCID 22492325HCID 22492325, compound

Product 1

HCID 22894861HCID 22894861, compound

Procedure

Following General Procedure C and using N-(3,5-difluorophenylacetyl)-L-alanine (from Example B2 above) and methyl 2-amino-2-(4,5,6,7-tetrahydrobenzothiophen-2-yl)acetate (prepared from N-Boc-2-amino-2-(4,5,6,7-tetrahydrobenzothiophen-2-yl)acetic acid [CAS 95361-97-0] using General Procedures G above and the Boc removal procedure described in Example D3 above), the title compound was prepared as a solid. The product was purified by tituration using Et2O/hexanes.

Workup

  1. customthe Boc removal procedure
  2. customwas prepared as a solid
  3. customThe product was purified by tituration

Sources & evidence

ORD record
ord-406defa2775049c4a1fee3db8453d936
Source dataset
uspto-grants-2001_04
Patent number
US06211235B1

Reaction notes

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