Dimethylhydantoin → HCID 178491128, compound

HRID 2306080Notes

Reaction equation

HRID 2306080 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6](/[CH:9]=[N:10]/[C@H:11]([CH2:14][O:15][C:16]2[CH:21]=[CH:20][C:19]([C:22]3[CH:27]=[CH:26][C:25]([O:28][C:29]([F:32])([F:31])[F:30])=[CH:24][CH:23]=3)=[CH:18][CH:17]=2)[CH2:12]O)=[CH:5][CH:4]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[CH3:52][C:53]1([CH3:60])[NH:57][C:56](=[O:58])[NH:55][C:54]1=[O:59].N(C(OC(C)C)=O)=NC(OC(C)C)=O>C1COCC1>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6](/[CH:9]=[N:10]/[C@H:11]([CH2:14][O:15][C:16]2[CH:21]=[CH:20][C:19]([C:22]3[CH:27]=[CH:26][C:25]([O:28][C:29]([F:30])([F:32])[F:31])=[CH:24][CH:23]=3)=[CH:18][CH:17]=2)[CH2:12][N:55]2[C:54](=[O:59])[C:53]([CH3:60])([CH3:52])[NH:57][C:56]2=[O:58])=[CH:5][CH:4]=1

Participants

6

Reactant 4

HCID 6491DimethylhydantoinHCID 11776TriphenylphosphineHCID 75555Diisopropyl diazene-1,2-dicarboxylateHCID 178491130HCID 178491130, compound

Product 1

HCID 178491128HCID 178491128, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of Example 1H (2.80 kg), triphenylphosphine (2.475 kg), and 5,5-dimethylhydantoin (1.37 kg) in THF (24.89 kg) at 1-2° C. was treated with diisopropyl azodicarboxylate (2.01 kg) over 75 minutes to provide a solution of the desired product.

Sources & evidence

ORD record
ord-95e3e9088bb14684a74fde423c766a2d
Source dataset
uspto-grants-2002_08
Patent number
US06441189B1

Reaction notes

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