Methyl isothiocyanate → 5-(3-Benzyloxycarbonylaminopropyl)-3-methyl-2-thiohydantoin

HRID 1287294Notes

Reaction equation

HRID 1287294 reaction equation
CO[C:3](=[O:20])[C@H:4]([CH2:6][CH2:7][CH2:8][NH:9][C:10]([O:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[O:11])[NH2:5].[CH3:21][N:22]=[C:23]=[S:24]>>[CH2:13]([O:12][C:10]([NH:9][CH2:8][CH2:7][CH2:6][CH:4]1[NH:5][C:23](=[S:24])[N:22]([CH3:21])[C:3]1=[O:20])=[O:11])[C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1

Participants

3

Reactant 2

HCID 11167Methyl isothiocyanateHCID 7018807(S)-2-Amino-5-benzyloxycarbonylamino-pentanoic acid methyl ester

Product 1

HCID 215076865-(3-Benzyloxycarbonylaminopropyl)-3-methyl-2-thiohydantoin

Procedure

Using an analogous procedure to Example 1 Nδ-benzyloxycarbonyl-L-ornithine methyl ester may be reacted with methyl isothiocyanate to give the title compound

Sources & evidence

ORD record
ord-1847e80d47a04e0a8e3e3802d8cfd609
Source dataset
uspto-grants-1976_10
Patent number
US03984430

Reaction notes

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