3-Methylbutanal → HCID 19596637, compound

HRID 612936Notes

Reaction equation

HRID 612936 reaction equation
[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][O:11][C:12]1[CH:16]=[C:15]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[O:14][N:13]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C([Li])CCC.[CH:28](=[O:33])[CH2:29][CH:30]([CH3:32])[CH3:31]>>[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][O:11][C:12]1[C:16]([CH:28]([OH:33])[CH2:29][CH:30]([CH3:32])[CH3:31])=[C:15]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[O:14][N:13]=1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 3

HCID 115523-MethylbutanalHCID 154349603-(2-(N-tert-butoxycarbonylamino)ethoxy)-5-phenylisoxazoleHCID 178418339Butyllithium

Product 1

HCID 19596637HCID 19596637, compoundYield 77%

Procedure

3-(2-(N-tert-Butoxycarbonylamino)ethoxy)-5-phenylisoxazole (0.2 g), butyllithium (1.6M hexane solution, 0.9 ml) and isovaleraldehyde (0.09 ml) were subjected to reaction and post-treatment in a similar manner to that described in Example 44(a) to obtain the title compound (0.2 g, 77%) as a colorless oil.

Sources & evidence

ORD record
ord-4132f9e6504a44ddbbb78e7fc7149392
Source dataset
uspto-grants-1999_12
Patent number
US06005116

Reaction notes

Loading…