Sodium Hydroxide → HCID 178505057, compound

HRID 272235

Reaction equation

HRID 272235 reaction equation
[CH2:1]([N:8]([CH2:26][C@H:27]([OH:49])[CH2:28][O:29][C:30]1[CH:35]=[CH:34][C:33]([O:36][CH2:37][C:38]2[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=2)=[C:32]([NH:44][S:45]([CH3:48])(=[O:47])=[O:46])[CH:31]=1)[C@H:9]1[CH2:14][CH2:13][C@H:12]([C:15]2[CH:25]=[CH:24][C:18]([C:19]([O:21]CC)=[O:20])=[CH:17][CH:16]=2)[CH2:11][CH2:10]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+]>C(O)C>[CH2:1]([N:8]([CH2:26][C@H:27]([OH:49])[CH2:28][O:29][C:30]1[CH:35]=[CH:34][C:33]([O:36][CH2:37][C:38]2[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=2)=[C:32]([NH:44][S:45]([CH3:48])(=[O:47])=[O:46])[CH:31]=1)[C@H:9]1[CH2:14][CH2:13][C@H:12]([C:15]2[CH:16]=[CH:17][C:18]([C:19]([OH:21])=[O:20])=[CH:24][CH:25]=2)[CH2:11][CH2:10]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 178468875HCID 178468875, compound

Product 1

HCID 178505057HCID 178505057, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 4.48 g (5.71 mmol) of ethyl trans-4-[4-(benzyl{(2S)-3-[4-(benzyloxy)-3-[(methylsulfonyl)amino]phenoxy]-2-hydroxypropyl}amino)cyclohexyl]benzoate and of 38 ml of a 1N aqueous sodium hydroxide solution in 114 ml of ethanol is heated overnight at 50° C. The solvents are evaporated, the residue is taken up in water and a 1N hydrochloric acid solution is gently added to pH=1. The precipitate is filtered off and dried under vacuum. The title compound is thus obtained in the form of a white solid (4.05 g, 94%)

Workup

  1. customThe solvents are evaporated
  2. additiona 1N hydrochloric acid solution is gently added to pH=1
  3. filtrationThe precipitate is filtered off
  4. customdried under vacuum

Sources & evidence

ORD record
ord-e46d02648c2f4f469c74122beef1d7ad
Source dataset
uspto-grants-2008_11
Patent number
US07453010B2

Linked notes

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