Diethyl Ether → HCID 131728634, compound

HRID 1359999Notes

Reaction equation

HRID 1359999 reaction equation
C([NH:8][CH2:9][C:10]([OH:12])=[O:11])(OC(C)(C)C)=O.[CH2:13]([OH:20])[C:14]([NH2:19])([CH2:17][OH:18])[CH2:15][OH:16].[OH:21][C:22]([CH:24]([C:26]1[CH:39]=[CH:38][CH:37]=[C:28]([C:29]([C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)=[O:30])[CH:27]=1)[CH3:25])=[O:23].[ClH:40].C(OCC)(=O)C.C(OCC)C>CCCCCC>[NH2:8][CH2:9][C:10]([OH:12])=[O:11].[CH2:13]([OH:20])[C:14]([NH2:19])([CH2:17][OH:18])[CH2:15][OH:16].[ClH:40].[OH:23][C:22]([CH:24]([C:26]1[CH:39]=[CH:38][CH:37]=[C:28]([C:29]([C:31]2[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=2)=[O:30])[CH:27]=1)[CH3:25])=[O:21]

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 21866389Hydrogen chloride-ethyl acetateHCID 131728632HCID 131728632, compound2×

Product 1

HCID 131728634HCID 131728634, compound

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

To 361 mg (0.37 mmol) of the Boc-glycine-tris(hydroxymethyl)aminomethane-ketoprofen obtained above, 2 ml of 4 M hydrochloric acid/ethyl acetate was added under ice-cooling and stirred at room temperature for 2 hours. After confirming disappearance of Boc-glycine-tris(hydroxymethyl)aminomethane-ketoprofen by TLC, diethyl ether and hexane were added thereto for decantation. Thereafter, the precipitate was dried under reduced pressure to give the titled compound quantitatively with the yield of 336 mg. The structure was identified by 1H-NMR (CDCl3).

Workup

  1. additionwas added under ice-
  2. temperaturecooling
  3. additionwere added
  4. customThereafter, the precipitate was dried under reduced pressure

Sources & evidence

ORD record
ord-96ac800ba57044df9e9fca8086267d4d
Source dataset
uspto-grants-2011_02
Patent number
US07879817B2

Reaction notes

Loading…