Hydrogen chloride-ethyl acetate → HCID 67201453, compound

HRID 551706Notes

Reaction equation

HRID 551706 reaction equation
[ClH:1].C(OCC)(=O)C.C(O[C:13]([N:15]([CH2:17][C@@:18]1([CH2:27][C:28]([OH:30])=[O:29])[CH2:24][C@H:23]2[C@@H:19]1[CH:20]=[C:21]([CH2:25][CH3:26])[CH2:22]2)C)=O)(C)(C)C>>[ClH:1].[CH2:25]([C:21]1[CH2:22][C@@H:23]2[C@H:19]([CH:20]=1)[C@@:18]([CH2:27][C:28]([OH:30])=[O:29])([CH2:17][NH:15][CH3:13])[CH2:24]2)[CH3:26]

Participants

3

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 67200495HCID 67200495, compound

Product 1

HCID 67201453HCID 67201453, compoundYield 47%

Procedure

A 4 N hydrochloric acid-ethyl acetate (13 mL) was added to [(1S,5R,6R)-6-{[(tert-butoxycarbonyl)(methyl)amino]methyl}-3-ethylbicyclo[3.2.0]hept-3-en-6-yl]acetic acid (0.90 g, 2.78 mmol), and the mixture was stirred at room temperature for 1 hour. The mixture was concentrated under reduced pressure, and the obtained residue was recrystallized from hexane-isopropanol to obtain the compound of interest as a white solid (0.34 g, 47%).

Workup

  1. concentrationThe mixture was concentrated under reduced pressure
  2. customthe obtained residue was recrystallized from hexane-isopropanol

Sources & evidence

ORD record
ord-97c35b4d2d2147bbb01f7885d3ffe413
Source dataset
uspto-grants-2011_05
Patent number
US07947738B2

Reaction notes

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