2-methylpropyl (2S)-2-aminopropanoate → N-[(3-phenyl-1,2,4thiadiazol-5yl)acetyl]alanine Iso-butyl Ester

HRID 1264849Notes

Reaction equation

HRID 1264849 reaction equation
[C:1]1([C:7]2[N:11]=[C:10]([CH2:12][C:13]([OH:15])=O)[S:9][N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:16]([O:20][C:21](=[O:25])[C@H:22]([CH3:24])[NH2:23])[CH:17]([CH3:19])[CH3:18]>>[CH2:16]([O:20][C:21](=[O:25])[C@H:22]([CH3:24])[NH:23][C:13](=[O:15])[CH2:12][C:10]1[S:9][N:8]=[C:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[N:11]=1)[CH:17]([CH3:19])[CH3:18]

Participants

3

Reactant 2

HCID 137435562-methylpropyl (2S)-2-aminopropanoateHCID 224921842-(3-Phenyl-1,2,4-thiadiazol-5-yl)acetic acid

Product 1

HCID 22894976N-[(3-phenyl-1,2,4thiadiazol-5yl)acetyl]alanine Iso-butyl Ester

Procedure

Following General Procedure BI above, and using (3-phenyl-1,2,4-thiadiazol-5-yl)acetic acid (CAS #90771-06-5) and alanine iso-butyl ester (prepared following General Procedure BJ above), the title compound was prepared. The reaction was monitored by tlc on silica gel and purification was by filtration as described in the general procedure.

Workup

  1. customThe reaction was monitored by tlc on silica gel and purification
  2. filtrationwas by filtration

Sources & evidence

ORD record
ord-7a3120c2c06843bf8203a4b04e141755
Source dataset
uspto-grants-2003_04
Patent number
US06544978B2

Reaction notes

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