Hydrochloric Acid → HCID 22958551, compound

HRID 636977Notes

Reaction equation

HRID 636977 reaction equation
[H-].[Na+].[NH2:3][C@@H:4]([C:9]([OH:11])=[O:10])[C:5]([SH:8])([CH3:7])[CH3:6].[CH:12](I)([CH3:14])[CH3:13].Cl>C(O)C>[NH2:3][C@@H:4]([C:5]([S:8][CH:12]([CH3:14])[CH3:13])([CH3:7])[CH3:6])[C:9]([OH:11])=[O:10]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 5852PenicillamineHCID 6362Isopropyl iodideHCID 24758Sodium hydride

Product 1

HCID 22958551HCID 22958551, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
5 °C

Procedure

NaH (1.3 g) was added in portions to 70 mL ethanol while cooling. Subsequently D-penicillamine (4.0 g) was added. The mixture kept stirring for 5 minutes at 5° C., after which isopropyl iodide (2.8 mL) was added, The mixture was allowed to stir 16 h at ambient temperature. 2 N HCl was added followed by evaporation of the volatiles to give 11.9 g crude 2-(R)-amino-3-isopropylsulfanyl-3-methyl-butyric acid, which was used in the next step without further purification.

Workup

  1. temperaturewhile cooling
  2. stirringto stir 16 h at ambient temperature
  3. customfollowed by evaporation of the volatiles

Sources & evidence

ORD record
ord-da2bf08b79b64f28a6d3fbe46cc712ad
Source dataset
uspto-grants-2001_02
Patent number
US06194409B1

Reaction notes

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