Hydrochloric Acid → Isopropyl L-methionate hydrochloride

HRID 363214Notes

Reaction equation

HRID 363214 reaction equation
[ClH:1].[CH:2]([O:5][C:6](=[O:20])[C@H:7]([CH2:16][CH2:17][S:18][CH3:19])[NH:8]C(OC(C)(C)C)=O)([CH3:4])[CH3:3]>CCOC(C)=O>[ClH:1].[CH:2]([O:5][C:6](=[O:20])[C@H:7]([CH2:16][CH2:17][S:18][CH3:19])[NH2:8])([CH3:4])[CH3:3]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 54131723t-Butoxycarbonyl methionine isopropyl ester

Product 1

HCID 21156159Isopropyl L-methionate hydrochloride

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
-20 °C

Procedure

HCl gas was bubbled into a solution of N-(t-Butoxycarbonyl methionine isopropyl ester (20.5 g, 0.07 mol) in EtOAc (200 mL) with stirring and cooling to -20° C. for 10 min. The flask was stoppered and stirred at -20° C. for 1 h, argon was bubbled into the solution to remove excess HCl, then the solution was concentrated to dryness to give a white solid which was used without further purification.

Workup

  1. stirringstirred at -20° C. for 1 h
  2. customargon was bubbled into the solution
  3. customto remove excess HCl
  4. concentrationthe solution was concentrated to dryness
  5. customto give a white solid which
  6. customwas used without further purification

Sources & evidence

ORD record
ord-8eb6aac7aa984f6d94b01c595e9dc660
Source dataset
uspto-grants-1999_02
Patent number
US05872135

Reaction notes

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