Trifluoroacetic acid → HCID 67624327, compound

HRID 234148Notes

Reaction equation

HRID 234148 reaction equation
C(OC([CH:8]1[NH:13][CH2:12][C:11]2[S:14][C:15]([C:17]([NH:19][CH2:20][CH:21]([C:23]3[CH:28]=[CH:27][C:26]([O:29][CH2:30][C:31]([O:33]C(C)(C)C)=[O:32])=[C:25]([O:38][CH2:39][C:40]([O:42]C(C)(C)C)=[O:41])[CH:24]=3)[OH:22])=[O:18])=[N:16][C:10]=2[CH2:9]1)=O)(C)(C)C.[F:47][C:48]([F:53])([F:52])[C:49]([OH:51])=[O:50].C(OC(C)C)(C)C>C1(OC)C=CC=CC=1>[F:47][C:48]([F:53])([F:52])[C:49]([OH:51])=[O:50].[N:16]1[C:10]2[CH2:9][CH2:8][NH:13][CH2:12][C:11]=2[S:14][C:15]=1[C:17]([NH:19][CH2:20][CH:21]([C:23]1[CH:28]=[CH:27][C:26]([O:29][CH2:30][C:31]([OH:33])=[O:32])=[C:25]([O:38][CH2:39][C:40]([OH:42])=[O:41])[CH:24]=1)[OH:22])=[O:18]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 7914Diisopropyl EtherHCID 86750214HCID 86750214, compound

Product 1

HCID 67624327HCID 67624327, compoundYield 77.8%

Reagents, catalysts & solvents 1

HCID 7519AnisoleSolvent

Procedure

To the solution of the compound prepared in (a) (115.3 mg, 0.174 mmole) in anisole (0.5 ml) was added trifluoroacetic acid (2.0 ml) at 0° C. Crystals were deposited by the addition of isopropyl ether at 0° C., collected by filtration, and lyophilized to give 82.1 mg of a crude product, which was purified on a LH column (50% methanol) to give 76.6 mg of the title compound as a colorless crystal (yield, 77.8%).

Workup

  1. filtrationcollected by filtration
  2. customto give 82.1 mg of a crude product, which
  3. customwas purified on a LH column (50% methanol)

Sources & evidence

ORD record
ord-b29fa827b588448798857a91697ff2ce
Source dataset
uspto-grants-1997_01
Patent number
US05594004

Reaction notes

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