Lithium hydroxide, monohydrate → HCID 86758293, compound

HRID 2227271Notes

Reaction equation

HRID 2227271 reaction equation
C[O:2][C:3](=[O:35])[CH:4]([C:27]1[CH:28]=[N:29][C:30]([O:33][CH3:34])=[CH:31][CH:32]=1)[CH2:5][CH2:6][CH2:7][CH2:8][N:9]1[CH2:13][CH2:12][C@H:11]([CH2:14][CH2:15][C:16]2[CH:25]=[CH:24][C:23]3[CH2:22][CH2:21][CH2:20][NH:19][C:18]=3[N:17]=2)[C:10]1=[O:26].O.[OH-].[Li+]>O1CCCC1.O>[CH3:34][O:33][C:30]1[N:29]=[CH:28][C:27]([CH:4]([CH2:5][CH2:6][CH2:7][CH2:8][N:9]2[CH2:13][CH2:12][C@H:11]([CH2:14][CH2:15][C:16]3[CH:25]=[CH:24][C:23]4[CH2:22][CH2:21][CH2:20][NH:19][C:18]=4[N:17]=3)[C:10]2=[O:26])[C:3]([OH:35])=[O:2])=[CH:32][CH:31]=1

Participants

5

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 86758294HCID 86758294, compound

Product 1

HCID 86758293HCID 86758293, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a stirred solution of 2-3b (55 mg) in tetrahydrofuran (3 mL) was added lithium hydroxide monohydrate (20 mg) in water (3 mL) and the mixture was stirred for 16 h. The reaction mixture was then concentrated at reduced pressure and 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 2-4b.

Workup

  1. concentrationThe reaction mixture was then concentrated at reduced pressure
  2. customresulting oil
  3. customwas purified by flash column chromatography (silica gel, 30:3:3 to 50:5:5% ethanol/ammonium hydroxide/water in ethyl acetate)
  4. customto give 2-4b

Sources & evidence

ORD record
ord-f8d077d5fede47c8a74ed2b64f4b666b
Source dataset
uspto-grants-2002_07
Patent number
US06413955B1

Reaction notes

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