2-Methylserine → HCID 13221873, compound

HRID 2306879Notes

Reaction equation

HRID 2306879 reaction equation
[CH3:1][C@@:2]([C:6]([OH:8])=[O:7])([CH2:4][OH:5])[NH2:3].[ClH:9].O1CCOC[CH2:11]1>CO>[ClH:9].[CH3:1][C@@:2]([C:6]([O:8][CH3:11])=[O:7])([CH2:4][OH:5])[NH2:3]

Participants

4

Conditions

Temperature
25 °C

Procedure

In a three neck 1 L round bottom flask under argon, 2-methylserine (35.0 g, 0.2936 mol) was suspended in methanol (300 mL). To this was added 4N HCl/dioxane (85 mL) and the reaction mixture was stirred at 25° C. for 16 h. The reaction mixture had become a clear colorless solution. Dry HCl gas was bubbled into the reaction mixture for 5 min. and the reaction mixture was then stirred at 60° C. for 4 h. It was then cooled and the excess reagent/solvent was removed under reduced pressure at 65° C. to 70° C. to give the desired product (yield 48.2 g, 96%) as an yellow sticky oil.

Workup

  1. customDry HCl gas was bubbled into the reaction mixture for 5 min.
  2. stirringthe reaction mixture was then stirred at 60° C. for 4 h
  3. temperatureIt was then cooled
  4. customthe excess reagent/solvent was removed under reduced pressure at 65° C. to 70° C.

Sources & evidence

ORD record
ord-ad56f709d63f40a9b88b339428b142fa
Source dataset
uspto-grants-2004_12
Patent number
US06828456B2

Reaction notes

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