1,4-Dioxane hydrochloride → HCID 56634859, compound

HRID 1980288Notes

Reaction equation

HRID 1980288 reaction equation
[CH2:1]([N:8]1[CH2:12][C@@H:11]([C:13]([O:15]C(C)(C)C)=[O:14])[N:10]([C:20](=[O:39])[C@@H:21]([NH:23][C@H:24]([C:29]([O:31][CH2:32][C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)=[O:30])[CH2:25][CH:26]([CH3:28])[CH3:27])[CH3:22])[C:9]1=[O:40])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.O1CCOCC1>>[CH2:1]([N:8]1[CH2:12][C@@H:11]([C:13]([OH:15])=[O:14])[N:10]([C:20](=[O:39])[C@@H:21]([NH:23][C@H:24]([C:29]([O:31][CH2:32][C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)=[O:30])[CH2:25][CH:26]([CH3:28])[CH3:27])[CH3:22])[C:9]1=[O:40])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 86740008HCID 86740008, compound

Product 1

HCID 56634859HCID 56634859, compoundYield 87.5%

Procedure

0.7 g of tert.-butyl (4S)-1-benzyl-3-{(2S)-2-[N-((1S)-1-benzyloxycarbonyl-isopentyl)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 0.55 g of (4S)-1-benzyl-3-{(2S)-2-[N-((1S)-1-benzyloxycarbonyl-isopentyl)amino]propionyl}-2-oxo-imidazolidine-4-carboxylic acid is obtained as colorless viscous oil. This oil (0.55 g) and 20 mg of palladium black are treated in the same manner as described in Example 10-(5), whereby 0.35 g of (4S)-1-benzyl-3-{(2S)-2-[N-((1S)-1-carboxy-isopentyl)amino]propionyl}-2-oxo-imidazolidine-4-carboxylic acid is obtained as colorless cyrstals. Yield: 68% This product begins to gradually decompose at about 141° C.

Sources & evidence

ORD record
ord-9e7f0cb17a2c420481592e4c0941fc4b
Source dataset
uspto-grants-1985_04
Patent number
US04508727

Reaction notes

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