2-Amino-1-(3-phenyl-1,2,4-oxadiazol-5-yl)-butan-1-ol → (r)-4,4-Dimethyl-2-(2-morpholin-4-yl-2-oxo-ethyl)-5-phenyl-pentanoic acid[1-(3-phenyl-1,2,4-oxadiazole-5-carbonyl)-propyl]-amide

HRID 1796173Notes

Reaction equation

HRID 1796173 reaction equation
[CH3:1][C:2]([CH3:24])([CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[CH2:3][C@H:4]([CH2:8][C:9]([N:11]1[CH2:16][CH2:15][O:14][CH2:13][CH2:12]1)=[O:10])[C:5]([OH:7])=O.[NH2:25][CH:26]([CH2:40][CH3:41])[CH:27]([C:29]1[O:33][N:32]=[C:31]([C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)[N:30]=1)[OH:28]>>[C:34]1([C:31]2[N:30]=[C:29]([C:27]([CH:26]([NH:25][C:5](=[O:7])[C@@H:4]([CH2:8][C:9]([N:11]3[CH2:16][CH2:15][O:14][CH2:13][CH2:12]3)=[O:10])[CH2:3][C:2]([CH3:1])([CH3:24])[CH2:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[CH2:40][CH3:41])=[O:28])[O:33][N:32]=2)[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=1

Participants

3

Reactant 2

HCID 219627452-Amino-1-(3-phenyl-1,2,4-oxadiazol-5-yl)-butan-1-olHCID 58619484(R)-4,4-Dimethyl-2-(2-morpholin-4-yl-2-oxo-ethyl)-5-phenyl-pentanoic acid

Product 1

HCID 58619496(r)-4,4-Dimethyl-2-(2-morpholin-4-yl-2-oxo-ethyl)-5-phenyl-pentanoic acid[1-(3-phenyl-1,2,4-oxadiazole-5-carbonyl)-propyl]-amide

Procedure

It is similarly prepared (as mixture of diastereoisomers) according to general procedure given for example 10 above but using (R)-4,4-Dimethyl-2-(2-morpholin-4-yl-2-oxo-ethyl)-5-phenyl-pentanoic acid and 2-Amino-1-(3-phenyl-1,2,4-oxadiazol-5-yl)-butan-1-ol

Workup

  1. customIt is similarly prepared
  2. addition(as mixture of diastereoisomers)

Sources & evidence

ORD record
ord-a2b4e0e2865d42efbd5a1cb2b276a200
Source dataset
uspto-grants-2006_04
Patent number
US07030116B2

Reaction notes

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