5-Phenyl-1,3-oxazole-4-carboxylic acid → HCID 57196595, compound

HRID 2400041Notes

Reaction equation

HRID 2400041 reaction equation
[NH2:1][C@@H:2]1[C:7]2[CH:8]=[C:9]([C:12]#[N:13])[CH:10]=[CH:11][C:6]=2[O:5][C:4]([CH3:15])([CH3:14])[C@H:3]1[OH:16].[C:17]1([C:23]2[O:27][CH:26]=[N:25][C:24]=2[C:28](O)=[O:29])[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>CO>[C:12]([C:9]1[CH:10]=[CH:11][C:6]2[O:5][C:4]([CH3:14])([CH3:15])[C@@H:3]([OH:16])[C@H:2]([NH:1][C:28]([C:24]3[N:25]=[CH:26][O:27][C:23]=3[C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=3)=[O:29])[C:7]=2[CH:8]=1)#[N:13]

Participants

4

Reactant 2

HCID 27762995-Phenyl-1,3-oxazole-4-carboxylic acidHCID 10943936(3S,4R)-4-amino-3-hydroxy-2,2-dimethyl-chroman-6-carbonitrile

Product 1

HCID 57196595HCID 57196595, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The title compound was prepared from (3S-trans)-4-amino-3,4-dihydro-3-hydroxy-2,2-dimethyl-2H-1-benzopyran-6-carbonitrile (the title B compound of Example 1) and 5-phenyl-4-oxazolecarboxylic acid by the same method as described for the title compound of Example 2 to afford an off-white solid, m.p. 196°-197° C. [α]D =-179.8° (c=0.40, MeOH).

Sources & evidence

ORD record
ord-fb9bfbb940b14459bfb3a944acebe529
Source dataset
uspto-grants-1995_09
Patent number
US05453421

Reaction notes

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