Ethyl isocyanoacetate → HCID 54515235, compound
Reaction equation
[CH3:1][C:2]([CH3:8])([CH3:7])[C:3](=[CH2:6])[CH:4]=[O:5].[CH2:9]([O:11][C:12](=[O:16])[CH2:13][N+:14]#[C-:15])[CH3:10]>>[CH2:9]([O:11][C:12]([CH:13]1[CH:4]([C:3]([C:2]([CH3:8])([CH3:7])[CH3:1])=[CH2:6])[O:5][CH:15]=[N:14]1)=[O:16])[CH3:10]Participants
3
Procedure
The starting material is manufactured as follows: Reaction of 3,3-dimethyl-2-methylene-butanal with isocyanoacetic acid ethyl ester in a manner analogous to that described in Example 1 yields 5-(3,3-dimethylbuten-2-yl)-2-oxazoline-4-carboxylic acid ethyl ester, which is hydrolysed analogously to Example 17 to 2-formylamino-3-hydroxy-4-tert.-butyl-4-pentenoic acid ethyl ester. Subsequent reaction with thionyl bromide followed by treatment with trimethyl phosphite analogously to Example 1 yields E-2-formylamino-4-tert.-butyl-5-dimethylphosphono-3-pentenoic acid ethyl ester.
Sources & evidence
- ORD record
- ord-6769ca093f51435d8928f540c490e1f5
- Source dataset
- uspto-grants-1992_12
- Patent number
- US05175344
Reaction notes
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