Sodium Hydroxide → HCID 178505056, compound

HRID 272245

Reaction equation

HRID 272245 reaction equation
[CH2:1]([N:8]([CH2:37][C@H:38]([OH:60])[CH2:39][O:40][C:41]1[CH:46]=[CH:45][C:44]([O:47][CH2:48][C:49]2[CH:54]=[CH:53][CH:52]=[CH:51][CH:50]=2)=[C:43]([NH:55][S:56]([CH3:59])(=[O:58])=[O:57])[CH:42]=1)[C@H:9]1[CH2:14][CH2:13][C@H:12]([C:15]2[CH:36]=[CH:35][C:18]([C:19]([NH:21][C@H:22]([C:30]([O:32]CC)=[O:31])[CH2:23][C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)=[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]([CH2:37][C@H:38]([OH:60])[CH2:39][O:40][C:41]1[CH:46]=[CH:45][C:44]([O:47][CH2:48][C:49]2[CH:54]=[CH:53][CH:52]=[CH:51][CH:50]=2)=[C:43]([NH:55][S:56]([CH3:59])(=[O:58])=[O:57])[CH:42]=1)[C@H:9]1[CH2:14][CH2:13][C@H:12]([C:15]2[CH:36]=[CH:35][C:18]([C:19]([NH:21][C@H:22]([C:30]([OH:32])=[O:31])[CH2:23][C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)=[O:20])=[CH:17][CH:16]=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 178472542HCID 178472542, compound

Product 1

HCID 178505056HCID 178505056, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 0.35 g of ethyl trans-N-(4-{4-[benzyl((2S)-3-{4-(benzyloxy)-3-[(methylsulfonyl)amino]phenoxy}-2-hydroxypropyl)-amino]cyclohexyl}benzoyl)-L-phenylalaninate (0.42 mmol) and of 1.7 ml of a molar aqueous sodium hydroxide solution in ethanol (9.3 ml) is heated at 45° C. for 3 h. The solvents are subsequently evaporated under reduced pressure and water is added. A molar aqueous hydrochloric acid solution is subsequently added to pH=1. The title product is obtained in the form of a white solid (0.2 g, 59%) after filtration and drying under vacuum [M+H+]=807.

Workup

  1. customThe solvents are subsequently evaporated under reduced pressure and water
  2. additionis added
  3. additionA molar aqueous hydrochloric acid solution is subsequently added to pH=1

Sources & evidence

ORD record
ord-ca2c39fdd5a5499b86781da15f9a0b6c
Source dataset
uspto-grants-2008_11
Patent number
US07453010B2

Linked notes

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