1,4-Dioxane hydrochloride → HCID 56634481, compound
Reaction equation
[CH3:1][N:2]1[CH2:6][C@@H:5]([C:7]([O:9]C(C)(C)C)=[O:8])[N:4]([C:14](=[O:37])[C@@H:15]([NH:17][C@H:18]([C:27]([O:29][CH2:30][C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)=[O:28])[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])[CH3:16])[C:3]1=[O:38].Cl.O1CCOCC1>>[CH3:1][N:2]1[CH2:6][C@@H:5]([C:7]([OH:9])=[O:8])[N:4]([C:14](=[O:37])[C@@H:15]([NH:17][C@H:18]([C:27]([O:29][CH2:30][C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)=[O:28])[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])[CH3:16])[C:3]1=[O:38]Participants
Procedure
0.8 g of tert.-butyl (4S)-1-methyl-3-{(2S)-2-[N-((1S)-1-benzyloxycarbonyl-n-nonyl)amino]propionyl}-2-oxo-imidazolidine-4-carboxylate and 20 ml of a 13% hydrogen chloride-dioxane solution are treated in the same manner as described in Example 10-(3), whereby 0.65 g of (4S)-1-methyl-3-{(2S)-2-[N-((1S)-1-benzyloxycarbonyl-n-nonyl)amino]propionyl}-2-oxo-imidazolidine-4-carboxylic acid is obtained as colorless viscous oil. This oil (0.65 g) and 20 mg of palladium black are treated in the same manner as described in Example 10-(5), whereby 0.5 g of (4S)-1-methyl-3-{(2S)-2-[N-((1S)-1-carboxy-n-nonyl)amino]propionyl}-2-oxo-imidazolidine-4-carboxylic acid is obtained as colorless crystals. Yield: 86.2% The physico-chemical properties of this product are identical with those of the sample obtained in Example 5-(2).
Sources & evidence
- ORD record
- ord-594eae63c1ac489d9aa0fc9408a17bec
- Source dataset
- uspto-grants-1985_04
- Patent number
- US04508727
Reaction notes
Loading…