HCID 86744375, compound → HCID 86744374, compound

HRID 1110459Notes

Reaction equation

HRID 1110459 reaction equation
CC([O:5][C:6](=[O:58])[C:7]([O:10][N:11]=[C:12]([C:45]1[N:46]=[C:47]([NH:50]C(OC(C)(C)C)=O)[S:48][CH:49]=1)[C:13]([NH:15][CH:16]1[CH2:19][N:18]([C:20]([NH:22][S:23]([N:26]2[C:30](=[O:31])[CH2:29][N:28]([NH:32][C:33]([C:35]3[NH:36][CH:37]=[C:38]([OH:42])[C:39](=[O:41])[CH:40]=3)=[O:34])[C:27]2=[O:43])(=[O:25])=[O:24])=[O:21])[C:17]1=[O:44])=[O:14])([CH3:9])[CH3:8])(C)C>FC(F)(F)C(O)=O>[NH2:50][C:47]1[S:48][CH:49]=[C:45]([C:12](=[N:11][O:10][C:7]([CH3:9])([CH3:8])[C:6]([OH:58])=[O:5])[C:13]([NH:15][CH:16]2[CH2:19][N:18]([C:20]([NH:22][S:23]([N:26]3[C:30](=[O:31])[CH2:29][N:28]([NH:32][C:33]([C:35]4[NH:36][CH:37]=[C:38]([OH:42])[C:39](=[O:41])[CH:40]=4)=[O:34])[C:27]3=[O:43])(=[O:25])=[O:24])=[O:21])[C:17]2=[O:44])=[O:14])[N:46]=1

Participants

3

Reactant 1

HCID 86744375HCID 86744375, compound

Product 1

HCID 86744374HCID 86744374, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

2-[[[1-[2 [[(1,1-Dimethylethoxy)carbonyl]amino]-4-thiazolyl]-2-[[1-[[[[3-[[(1,4-dihydro-4-oxo-5-hydroxy-2-pyridinyl)carbonyl]amino]-2,5-dioxo-1-imidazolidinyl]sulfonyl]amino]carbonyl]-2-oxo-3-azetidinyl]amino]-2-oxoethylidene]amino]oxy]-2-methyl propanoic acid 1,1-dimethylethyl ester (833 mg) is cooled to 0° C. and dissolved in cold trifluoroacetic acid (20 ml). After 45 minutes, the solution is warmed to room temperature, stirred for 2 hours and concentrated. The residue is dissolved in 1:1::acetonitrile:water (6 ml) and chromatographed over HP-20 to give the title compound. Physical characteristics are as follows:

Workup

  1. concentrationconcentrated
  2. dissolutionThe residue is dissolved in 1:1
  3. customacetonitrile:water (6 ml) and chromatographed over HP-20

Sources & evidence

ORD record
ord-b4ece40e3d324571894ee4556a4130ce
Source dataset
uspto-grants-1990_12
Patent number
US04975538

Reaction notes

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