Hydrogen chloride-ethyl acetate → HCID 86755311, compound

HRID 567089Notes

Reaction equation

HRID 567089 reaction equation
C(OCC)(=O)C.[ClH:7].[OH:8][CH:9]([CH2:38][O:39][C:40]1[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=1)[CH2:10][N:11]([CH2:19][CH2:20][C:21]1[CH:26]=[CH:25][C:24]([NH:27][C:28](=[O:37])[C@H:29]([C:31]2[N:32]=[C:33]([NH2:36])[S:34][CH:35]=2)[OH:30])=[CH:23][CH:22]=1)C(=O)OC(C)(C)C>>[ClH:7].[ClH:7].[OH:8][CH:9]([CH2:38][O:39][C:40]1[CH:41]=[CH:42][CH:43]=[CH:44][CH:45]=1)[CH2:10][NH:11][CH2:19][CH2:20][C:21]1[CH:26]=[CH:25][C:24]([NH:27][C:28](=[O:37])[C@H:29]([C:31]2[N:32]=[C:33]([NH2:36])[S:34][CH:35]=2)[OH:30])=[CH:23][CH:22]=1

Participants

3

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 54306199HCID 54306199, compound

Product 1

HCID 86755311HCID 86755311, compound

Procedure

10 ml of a 4N hydrogen chloride-ethyl acetate solution was added to 10 ml of a methanolic solution of 285 mg of t-butyl (S)-N-(2-hydroxy-3-phenoxypropyl)-N-[2-[4-[[2-(2-aminothiazol-4-yl)-2-hydroxyacetyl]amino]phenyl]ethyl]carbamate at room temperature. The reaction mixture was stirred at room temperature for four hours. The solvent was evaporated off and the residue was purified by means of silica gel column chromatography (eluate: chloroform/methanol=7/1) to obtain 222 mg of (S)-4′-[2-[(2-hydroxy-3-phenoxypropyl)amino]ethyl]-2-(2-aminothiazol-4-yl)-2-hydroxyacetanilide dihydrochloride.

Workup

  1. customThe solvent was evaporated off
  2. customthe residue was purified by means of silica gel column chromatography (eluate: chloroform/methanol=7/1)

Sources & evidence

ORD record
ord-4deaa5b57cd34fbd9f57f52329a2fa1e
Source dataset
uspto-grants-2001_01
Patent number
US06177454B1

Reaction notes

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