Lithium hydroxide, monohydrate → HCID 59899141, compound

HRID 2227280Notes

Reaction equation

HRID 2227280 reaction equation
C([O:3][C:4](=[O:37])[CH2:5][C@@H:6]([C:29]1[CH:30]=[N:31][C:32]([O:35][CH3:36])=[CH:33][CH:34]=1)[CH2:7][CH2:8][CH2:9][N:10]1[C@H:14]([CH3:15])[CH2:13][C@H:12]([NH:16][CH2:17][C:18]2[CH:27]=[CH:26][C:25]3[CH2:24][CH2:23][CH2:22][NH:21][C:20]=3[N:19]=2)[C:11]1=[O:28])C.O.[OH-].[Li+]>O1CCCC1.O>[CH3:36][O:35][C:32]1[N:31]=[CH:30][C:29]([C@@H:6]([CH2:7][CH2:8][CH2:9][N:10]2[C@H:14]([CH3:15])[CH2:13][C@H:12]([NH:16][CH2:17][C:18]3[CH:27]=[CH:26][C:25]4[CH2:24][CH2:23][CH2:22][NH:21][C:20]=4[N:19]=3)[C:11]2=[O:28])[CH2:5][C:4]([OH:37])=[O:3])=[CH:34][CH:33]=1

Participants

5

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 59899164HCID 59899164, compound

Product 1

HCID 59899141HCID 59899141, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a stirred solution of 4-9 (150 mg) in tetrahydrofuran (6 mL) was added lithium hydroxide monohydrate (60 mg) in water (6 mL) and the mixture was stirred for 16 h. The reaction mixture was then concentrated at reduced pressure and the resulting oil was purified by flash column chromatography (silica gel, 30:3:3 to 50:5:5% ethanol/ammonium hydroxide/water in ethyl acetate) to give 4-10 as a white solid.

Workup

  1. concentrationThe reaction mixture was then concentrated at reduced pressure
  2. customthe resulting oil was purified by flash column chromatography (silica gel, 30:3:3 to 50:5:5% ethanol/ammonium hydroxide/water in ethyl acetate)

Sources & evidence

ORD record
ord-e257dc5a44f94315b8061491cc1622c9
Source dataset
uspto-grants-2002_07
Patent number
US06413955B1

Reaction notes

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