Methyl 3-amino-3-methylbutanoate hydrochloride → 3-[(8aS)-3-oxo-1,5,6,7,8,8a-hexahydroimidazo[1,5-a]pyrazin-2-yl]-3-methyl-butanoic acid

HRID 590562Notes

Reaction equation

HRID 590562 reaction equation
[O:1]=[C:2]1[N:6]2[CH2:7][CH2:8][NH:9][CH2:10][C@H:5]2[CH2:4]N1CC(C)(C)C(O)=O.Cl.[NH2:19][C:20]([CH3:27])([CH3:26])[CH2:21][C:22]([O:24]C)=[O:23]>>[O:1]=[C:2]1[N:6]2[CH2:7][CH2:8][NH:9][CH2:10][C@H:5]2[CH2:4][N:19]1[C:20]([CH3:27])([CH3:26])[CH2:21][C:22]([OH:24])=[O:23]

Participants

3

Reactant 2

HCID 19371621Methyl 3-amino-3-methylbutanoate hydrochlorideHCID 118354187(S)-2,2-Dimethyl-3-(3-oxohexahydroimidazo[1,5-a]pyrazin-2(3H)-yl)propanoic acid

Product 1

HCID 1183544223-[(8aS)-3-oxo-1,5,6,7,8,8a-hexahydroimidazo[1,5-a]pyrazin-2-yl]-3-methyl-butanoic acid

Procedure

The title compound was prepared in analogy to Compound Q in Example 19 by using methyl 3-amino-3-methyl-butanoate hydrochloride salt (Compound AP-1) instead of ethyl 3-amino-2,2-dimethyl-propanoate hydrochloride salt.

Sources & evidence

ORD record
ord-8de739ba31044e43a886f5635f1ca596
Source dataset
uspto-grants-2016_01
Patent number
US09233978B2

Reaction notes

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