Diethyl Ether → HCID 178512538, compound

HRID 1486856Notes

Reaction equation

HRID 1486856 reaction equation
FC(F)(F)C(O)=O.[NH:8]([C:12]1[CH:38]=[CH:37][C:15]([C:16]([O:18][C:19]2[CH:20]=[C:21]([C:25]3[CH2:29][C@:28]([CH2:33][C:34]([OH:36])=[O:35])([C:30]([OH:32])=[O:31])[O:27][N:26]=3)[CH:22]=[CH:23][CH:24]=2)=[O:17])=[CH:14][CH:13]=1)[C:9]([NH2:11])=[NH:10].C(OCC)C>O>[NH:8]([C:12]1[CH:13]=[CH:14][C:15]([C:16]([O:18][C:19]2[CH:20]=[C:21]([C:25]3[CH2:29][C@:28]([CH2:33][C:34]([OH:36])=[O:35])([C:30]([OH:32])=[O:31])[O:27][N:26]=3)[CH:22]=[CH:23][CH:24]=2)=[O:17])=[CH:37][CH:38]=1)[C:9]([NH2:11])=[NH:10]

Participants

4

Reactant 2

HCID 3283Diethyl EtherHCID 178512539HCID 178512539, compound

Product 1

HCID 178512538HCID 178512538, compoundYield 79.8%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

(5S)-3-(3-((4-Carbamimidamidobenzoyl)oxy)phenyl)-5-(carboxymethyl)-4,5-dihydro-1,2-oxazole-5-carboxylic acid trifluoroacetate (4.27 g) was suspended in water (126 mL), and the obtained suspension was heated to 80 C and then sonicated at room temperature. To the obtained mixture, diethyl ether (84 mL) was added, and the mixture was stirred overnight at room temperature. The precipitate was collected by filtration and washed with water (1 mL) to obtain the title compound (2.69 g).

Workup

  1. temperaturethe obtained suspension was heated to 80 C
  2. customsonicated at room temperature
  3. filtrationThe precipitate was collected by filtration
  4. washwashed with water (1 mL)

Sources & evidence

ORD record
ord-cf6bf3f00b274391921c91e7d85ff799
Source dataset
uspto-grants-2016_08
Patent number
US09428470B2

Reaction notes

Loading…