Diethyl Ether → HCID 86749542, compound

HRID 260008Notes

Reaction equation

HRID 260008 reaction equation
C(OC([NH:8][C@H:9]([C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1)[C:10]([NH:12][C@@H:13]1[C:20](=[O:21])[N:19]2[C@@H:14]1[S:15][CH2:16][C:17](/[CH:25]=[C:26]1\[CH2:27][CH2:28][N:29]([CH2:32][C:33]([F:36])([F:35])[F:34])[C:30]\1=[O:31])=[C:18]2[C:22]([OH:24])=[O:23])=[O:11])=O)(C)(C)C.C(OCC)C.[F:48][C:49]([F:54])([F:53])[C:50]([OH:52])=[O:51]>>[F:48][C:49]([F:54])([F:53])[C:50]([OH:52])=[O:51].[NH2:8][C@H:9]([C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1)[C:10]([NH:12][C@@H:13]1[C:20](=[O:21])[N:19]2[C@@H:14]1[S:15][CH2:16][C:17](/[CH:25]=[C:26]1\[CH2:27][CH2:28][N:29]([CH2:32][C:33]([F:34])([F:36])[F:35])[C:30]\1=[O:31])=[C:18]2[C:22]([OH:24])=[O:23])=[O:11]

Participants

4

Reactant 3

HCID 3283Diethyl EtherHCID 6422Trifluoroacetic acidHCID 70147257HCID 70147257, compound

Product 1

HCID 86749542HCID 86749542, compound

Procedure

1.0 g (1.64 mmol) (6R,7R)-7-[(R)-2-t-butoxycarbonylamino-2-phenyl-acetylamino]-8-oxo-3-[(E)-5-oxo-1-(2,2,2-trifluoro-ethyl)-pyrrolidin-4-ylidenemethyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid were dissolved in 5 ml trifluoroacetic acid and stirred for 30 min at 0°-5° C. The solution was then poured on 100 ml diethyl ether and the separated material was filtered off. It was then stirred for 2 hours in 25 ml ethyl acetate; the crystals separated were filtered off and dried.

Workup

  1. filtrationthe separated material was filtered off
  2. stirringIt was then stirred for 2 hours in 25 ml ethyl acetate
  3. customthe crystals separated
  4. filtrationwere filtered off
  5. customdried

Sources & evidence

ORD record
ord-67defccac9774a44b27a86fd6431da8b
Source dataset
uspto-grants-1996_06
Patent number
US05523400

Reaction notes

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