(2R)-1-aminopropan-2-ol → (4S)-4-methyl-1-oxo-1,2,3,4-tetrahydropyrazino[1,2-a]indole-7-carboxylic acid

HRID 1748251Notes

Reaction equation

HRID 1748251 reaction equation
[CH3:1][C@H:2]1[N:7]2[C:8]3[CH:9]=[C:10]([C:15]([OH:17])=[O:16])[CH:11]=[CH:12][C:13]=3[CH:14]=[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[CH:9]=[C:10]([C:15]([OH:17])=[O:16])[CH:11]=[CH:12][C:13]=3[CH:14]=[C:6]2[C:5](=[O:18])[NH:4][CH2:3]1

Participants

3

Reactant 2

HCID 439938(2R)-1-aminopropan-2-olHCID 67235445(4R)-4-methyl-1-oxo-1,2,3,4-tetrahydropyrazino[1,2-a]indole-7-carboxylic acid2×

Product 1

HCID 67238141(4S)-4-methyl-1-oxo-1,2,3,4-tetrahydropyrazino[1,2-a]indole-7-carboxylic acid

Procedure

This compound is synthesized using the similar procedure used to prepare (4R)-4-methyl-1-oxo-1,2,3,4-tetrahydropyrazino[1,2-a]indole-7-carboxylic acid (Intermediate C), replacing (2S)-1-aminopropan-2-ol with (2R)-1-aminopropan-2-ol in Step 1.

Workup

  1. customThis compound is synthesized

Sources & evidence

ORD record
ord-9a2c533d4bb840f6a1f0ae857aec03b6
Source dataset
uspto-grants-2015_10
Patent number
US09150577B2

Reaction notes

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