Lithium Hydroxide → HCID 22708438, compound

HRID 353302Notes

Reaction equation

HRID 353302 reaction equation
[C:1]([O:5][C:6]([NH:8][C:9]1[CH:10]=[C:11]([CH2:29][CH:30]([O:36][CH2:37][CH3:38])[C:31]([O:33]CC)=[O:32])[CH:12]=[CH:13][C:14]=1[O:15][CH2:16][CH2:17][C:18]1[CH:23]=[CH:22][C:21]([O:24][S:25]([CH3:28])(=[O:27])=[O:26])=[CH:20][CH:19]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[OH-].[Li+]>C1COCC1.O>[C:1]([O:5][C:6]([NH:8][C:9]1[CH:10]=[C:11]([CH2:29][CH:30]([O:36][CH2:37][CH3:38])[C:31]([OH:33])=[O:32])[CH:12]=[CH:13][C:14]=1[O:15][CH2:16][CH2:17][C:18]1[CH:23]=[CH:22][C:21]([O:24][S:25]([CH3:28])(=[O:27])=[O:26])=[CH:20][CH:19]=1)=[O:7])([CH3:3])([CH3:4])[CH3:2]

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 22708435Ethyl 3-[3-[(tert-butoxycarbonyl)amino]-4-(2-{4-[(methylsulfonyl)oxy]phenyl}ethoxy)phenyl]-2-ethoxypropanoate

Product 1

HCID 22708438HCID 22708438, compoundYield 52%

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 8028TetrahydrofuranSolvent

Procedure

Ethyl 3-[3-[(tert-butoxycarbonyl)amino]-4-(2-{4-[(methylsulfonyl)oxy]phenyl}ethoxy)phenyl]-2-ethoxypropanoate (0.036 g; 0.100 mmole) was dissolved in THF and water (2:1), 0.1 M lithium hydroxide (1 ml) was added and the reaction mixture was stirred over night. Water was added and the THF evaporated. The remaining water was acidified with diluted hydrochloric acid and extracted with ethyl acetate. The organic phase was dried with magnesium sulfate. Evaporation gave 0.012 g (52% yield) of the product.

Workup

  1. customthe THF evaporated
  2. extractionextracted with ethyl acetate
  3. dry with materialThe organic phase was dried with magnesium sulfate
  4. customEvaporation

Sources & evidence

ORD record
ord-3d9789a89e9b4e98b4c90d941bf4fac4
Source dataset
uspto-grants-2004_06
Patent number
US06750252B2

Reaction notes

Loading…