5-Methyl-3-phenylisoxazole-4-carboxylic acid → HCID 57123262, compound

HRID 2400040Notes

Reaction equation

HRID 2400040 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].[CH3:17][C:18]1[O:22][N:21]=[C:20]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:19]=1[C:29](O)=[O:30]>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:29]([C:19]3[C:20]([C:23]4[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=4)=[N:21][O:22][C:18]=3[CH3:17])=[O:30])[C:7]=2[CH:8]=1)#[N:13]

Participants

4

Reactant 2

HCID 143435-Methyl-3-phenylisoxazole-4-carboxylic acidHCID 10943936(3S,4R)-4-amino-3-hydroxy-2,2-dimethyl-chroman-6-carbonitrile

Product 1

HCID 57123262HCID 57123262, 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-methyl-3-phenylisoxazole-4-carboxlic acid by the same method as described for the title compound of Example 2 to afford a white solid, m.p. 235°-236° C. [α]D =-29.6° (c=0.46, MeOH).

Sources & evidence

ORD record
ord-76406577384d4faaa52bafe35bc0c136
Source dataset
uspto-grants-1995_09
Patent number
US05453421

Reaction notes

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