Sodium Hydroxide → HCID 178505059, compound

HRID 272241Notes

Reaction equation

HRID 272241 reaction equation
[CH2:1]([N:8]([CH2:28][C@H:29]([OH:51])[CH2:30][O:31][C:32]1[CH:37]=[CH:36][C:35]([O:38][CH2:39][C:40]2[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=2)=[C:34]([NH:46][S:47]([CH3:50])(=[O:49])=[O:48])[CH:33]=1)[C@H:9]1[CH2:14][CH2:13][C@H:12]([C:15]2[CH:27]=[CH:26][C:18]([O:19][CH2:20][C:21]([O:23]CC)=[O:22])=[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]([CH2:28][C@H:29]([OH:51])[CH2:30][O:31][C:32]1[CH:37]=[CH:36][C:35]([O:38][CH2:39][C:40]2[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=2)=[C:34]([NH:46][S:47]([CH3:50])(=[O:49])=[O:48])[CH:33]=1)[C@H:9]1[CH2:14][CH2:13][C@H:12]([C:15]2[CH:16]=[CH:17][C:18]([O:19][CH2:20][C:21]([OH:23])=[O:22])=[CH:26][CH:27]=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 178472988HCID 178472988, compound

Product 1

HCID 178505059HCID 178505059, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 0.36 g of ethyl trans-(4-{4-[benzyl((2S)-3-{4-(benzyloxy)-3-[(methylsulfonyl)amino]phenoxy}-2-hydroxypropyl)amino]cyclohexyl}phenoxy)acetate (0.49 mmol) and of 6 ml of a molar aqueous sodium hydroxide solution in ethanol (10 ml) is heated at 45° C. for 22 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 (0.3 g, 89%) after filtration and drying under vacuum. {M+H+]=689.7

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-a796a77b5d50499e8097f5605b6a5a10
Source dataset
uspto-grants-2008_11
Patent number
US07453010B2

Reaction notes

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