Boc-L-leucinol → HCID 86724439, compound

HRID 870951Notes

Reaction equation

HRID 870951 reaction equation
[OH:1][CH2:2][C@@H:3]([NH:8][C:9](=[O:15])[O:10][C:11]([CH3:14])([CH3:13])[CH3:12])[CH2:4][CH:5]([CH3:7])[CH3:6].Cl[C:17]1[CH:18]=[CH:19][C:20]2[C:30]3[C:25](=[CH:26][N:27]=[CH:28][CH:29]=3)[CH:24]([C:31]([F:34])([F:33])[F:32])[O:23][C:21]=2[CH:22]=1>>[CH3:6][CH:5]([CH3:7])[CH2:4][C@H:3]([NH:8][C:9](=[O:15])[O:10][C:11]([CH3:13])([CH3:12])[CH3:14])[CH2:2][O:1][C:17]1[CH:18]=[CH:19][C:20]2[C:30]3[C:25](=[CH:26][N:27]=[CH:28][CH:29]=3)[CH:24]([C:31]([F:33])([F:34])[F:32])[O:23][C:21]=2[CH:22]=1

Participants

3

Reactant 2

HCID 7018766Boc-L-leucinolHCID 86724440HCID 86724440, compound

Product 1

HCID 86724439HCID 86724439, compoundYield 49%

Procedure

Prepared as described in Example 8, Part C using (S)-tert-butyl (1-hydroxy-4-methylpentan-2-yl)carbamate and 8-chloro-5-(trifluoromethyl)-5H-chromeno[3,4-c]pyridine to afford tert-butyl ((2S)-4-methyl-1-((5-(trifluoromethyl)-5H-chromeno[3,4-c]pyridin-8-yl)oxy)pentan-2-yl)carbamate (0.28 g, 0.516 mmol, 49% yield) as a yellow solid. LCMS (ESI) m/e 467.2 [(M+H)+, calcd for C24H30F3N2O4 467.2]; LC/MS retention time (Method C): tR=2.19 min.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-939762f122f144dd99562e5b09e78fd2
Source dataset
uspto-grants-2015_03
Patent number
US08969564B2

Reaction notes

Loading…