(2R)-1-aminopropan-2-ol → (9S)-9-Methyl-6-oxo-6,7,8,9-tetrahydropyrido[3',2':4,5]pyrrolo[1,2-a]pyrazine-2-carboxylic acid

HRID 1521726Notes

Reaction equation

HRID 1521726 reaction equation
[CH3:1][C@H:2]1[N:7]2[C:8]3[N:14]=[C:13]([C:15]([OH:17])=[O:16])[CH:12]=[CH:11][C:9]=3[CH:10]=[C:6]2[C:5](=[O:18])[NH:4][CH2:3]1.NC[C@H](O)C>>[CH3:1][C@@H:2]1[N:7]2[C:8]3[N:14]=[C:13]([C:15]([OH:17])=[O:16])[CH:12]=[CH:11][C:9]=3[CH:10]=[C:6]2[C:5](=[O:18])[NH:4][CH2:3]1

Participants

3

Reactant 2

HCID 439938(2R)-1-aminopropan-2-olHCID 67236368(R)-9-methyl-6-oxo-6,7,8,9-tetrahydropyrido[3',2':4,5]pyrrolo[1,2-a]pyrazine-2-carboxylic acid2×

Product 1

HCID 67236747(9S)-9-Methyl-6-oxo-6,7,8,9-tetrahydropyrido[3',2':4,5]pyrrolo[1,2-a]pyrazine-2-carboxylic acid

Procedure

(9S)-9-Methyl-6-oxo-6,7,8,9-tetrahydropyrido[3′,2′:4,5]pyrrolo[1,2-a]pyrazine-2-carboxylic acid is synthesized using the similar procedure used to prepare (9R)-9-methyl-6-oxo-6,7,8,9-tetrahydropyrido[3′,2′:4,5]pyrrolo[1,2-a]pyrazine-2-carboxylic acid (Intermediate J), replacing (S)-1-Aminopropan-2-ol with (R)-1-Aminopropan-2-ol in Step 1.

Sources & evidence

ORD record
ord-be687b56759945428bebf3b138cd3c36
Source dataset
uspto-grants-2015_07
Patent number
US09073926B2

Reaction notes

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