Water → S-Benzyl-N-carbamoyl-2-methyl-L-cysteine

HRID 882325Notes

Reaction equation

HRID 882325 reaction equation
[CH2:1]([S:8][CH2:9][C:10]1([CH3:17])[NH:14][C:13](=[O:15])[NH:12][C:11]1=[O:16])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-:18].[K+].O>C(#N)C>[C:13]([NH:14][C@:10]([CH3:17])([C:11]([OH:18])=[O:16])[CH2:9][S:8][CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)(=[O:15])[NH2:12]

Participants

5

Reactant 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 23077149HCID 23077149, compound

Product 1

HCID 57856641S-Benzyl-N-carbamoyl-2-methyl-L-cysteineYield 66.4%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

First, 5.0 g of 5-benzylthiomethyl-5-methylhydantoin was mixed with 3.6 g of potassium hydroxide and 3 g of water, and the mixture was subjected to reaction at 94° C. to 96° C. for 12 hours. The HPLC analysis (column: COSMOSIL 5C18-ARII (produced by Nacalai Tesque Inc.), mobile phase: acetonitrile/10 mM aqueous potassium dihydrogen phosphate solution=30/70, flow rate: 1.0 ml/min, detection wavelength: 254 nm, column temperature: 40° C.) of the reaction mixture showed the production of 3.56 g yield 66.4%) of the title compound.

Workup

  1. customthe mixture was subjected to reaction at 94° C. to 96° C. for 12 hours

Sources & evidence

ORD record
ord-ce86b0f8948b48b0a93bd389715c9f1c
Source dataset
uspto-grants-2015_03
Patent number
US08993800B2

Reaction notes

Loading…