Dimethyl Sulfate → HCID 54213419, compound

HRID 343645Notes

Reaction equation

HRID 343645 reaction equation
[OH-].[Na+].S(OC)(O[CH3:7])(=O)=O.[C:10]1([C:16]([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[S:17][CH2:18][C@@H:19]([C:21]([OH:23])=[O:22])[NH2:20])[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>O>[CH3:7][NH:20][C@H:19]([C:21]([OH:23])=[O:22])[CH2:18][S:17][C:16]([C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)([C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1)[C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1

Participants

5

Reactant 3

HCID 6497Dimethyl SulfateHCID 14798Sodium HydroxideHCID 76044S-Trityl-L-Cysteine

Product 1

HCID 54213419HCID 54213419, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
90 °C

Procedure

1.5 cm3 of 33% (w/w) sodium hydroxide solution, followed by 1.5 cm3 of dimethyl sulphate, are added, with stirring, to a suspension of 3.75 g of S-triphenylmethyl-L-cysteine in 15 cm3 of water. The reaction mixture is heated with stirring at 90° C. until a clear solution is obtained and is then heated at reflux for 2 hours. After cooling, the precipitate obtained is filtered off and washed with water and then with diethyl ether. 1.95 g of N-methyl-S-triphenylmethyl-L-cysteine are thus obtained, melting at 114° C.

Workup

  1. additionare added
  2. temperatureThe reaction mixture is heated
  3. customis obtained
  4. temperatureis then heated
  5. temperatureat reflux for 2 hours
  6. temperatureAfter cooling
  7. customthe precipitate obtained
  8. filtrationis filtered off
  9. washwashed with water

Sources & evidence

ORD record
ord-1974cd05caf54af19f9615ef2ecf4d93
Source dataset
uspto-grants-1999_01
Patent number
US05861529

Reaction notes

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