Lithium Hydroxide → HCID 67273559, compound

HRID 491131Notes

Reaction equation

HRID 491131 reaction equation
[Li+].[OH-:2].[O:3]=[C:4]1[N:10]([CH:11]2[CH2:16][CH2:15][N:14]([C:17]([O:19][C@@H:20](OC)[C:21](=C=O)[C:22]3[CH:27]=[C:26]([CH3:28])[C:25]([O:29][CH2:30][C:31]4[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=4)=[C:24]([CH2:37][CH3:38])[CH:23]=3)=[O:18])[CH2:13][CH2:12]2)[CH2:9][CH2:8][C:7]2[CH:43]=[CH:44][CH:45]=[CH:46][C:6]=2[NH:5]1.C1[CH2:51][O:50]CC1>O>[O:3]=[C:4]1[N:10]([CH:11]2[CH2:16][CH2:15][N:14]([C:17]([O:19][C@@H:20]([C:51]([OH:50])=[O:2])[CH2:21][C:22]3[CH:27]=[C:26]([CH3:28])[C:25]([O:29][CH2:30][C:31]4[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=4)=[C:24]([CH2:37][CH3:38])[CH:23]=3)=[O:18])[CH2:13][CH2:12]2)[CH2:9][CH2:8][C:7]2[CH:43]=[CH:44][CH:45]=[CH:46][C:6]=2[NH:5]1

Participants

5

Reactant 3

HCID 3939Lithium HydroxideHCID 8028TetrahydrofuranHCID 86609030HCID 86609030, compound

Product 1

HCID 67273559HCID 67273559, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 50 mg (2.09 mmol) LiOH in 5 mL water was added to a solution of 800 mg (1.33 mmol) (R)-2-(4-benzyloxy-3-ethyl-5-methyl-phenyl)-1-methoxy-carbonyl-ethyl 4-(2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidine-1-carboxylate in 15 mL THF and the reaction mixture was stirred for 1 h at RT. The mixture was evaporated down i.vac., the residue was taken up in 50 mL water and 2 M HCl was added until an acidic reaction was obtained. The precipitate formed was filtered off, washed with water and dried. Further purification was carried out by decocting with 150 mL water, filtration and drying again.

Workup

  1. customThe mixture was evaporated down i.vac
  2. addition2 M HCl was added until an acidic reaction
  3. customwas obtained
  4. customThe precipitate formed
  5. filtrationwas filtered off
  6. washwashed with water
  7. customdried
  8. customFurther purification
  9. filtrationby decocting with 150 mL water, filtration
  10. customdrying again

Sources & evidence

ORD record
ord-398b04028603478ca7c1e9a3a3dd8847
Source dataset
uspto-grants-2009_05
Patent number
US07528129B2

Reaction notes

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