Hydrochloric Acid → 1334675-15-8

HRID 1898527Notes

Reaction equation

HRID 1898527 reaction equation
OC[C@@H]([NH:10][C@H:11]([C:15]1([CH3:18])[CH2:17][CH2:16]1)[C:12]([OH:14])=[O:13])C1C=CC=CC=1.[ClH:19]>CO.[Pd]>[ClH:19].[NH2:10][C@H:11]([C:15]1([CH3:18])[CH2:17][CH2:16]1)[C:12]([OH:14])=[O:13]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 67386623HCID 67386623, compound

Product 1

HCID 575166121334675-15-8

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent2×

Procedure

(R)-2-((S)-2-hydroxy-1-phenylethylamino)-2-(1-methylcyclopropyl)acetic acid (1.0 g, 4.0 mmol) was suspended in MeOH (50 mL). Added 1.0 M HCl in MeOH (4.0 mL, 4.0 mmol) and all solids dissolved to provide a colorless solution. Added 10% Pd/C (100 mg) and stirred under H2 balloon overnight. The reaction mixture was filtered over Celite, rinsing with MeOH. The filtrate was concentrated to a sticky white solid (1.0 g). Trituration with Et2O afforded 700 mg of (R)-2-amino-2-(1-methylcyclopropyl)acetic acid hydrochloride as a white solid.

Workup

  1. dissolutionall solids dissolved
  2. customto provide a colorless solution
  3. filtrationThe reaction mixture was filtered over Celite
  4. washrinsing with MeOH
  5. concentrationThe filtrate was concentrated to a sticky white solid (1.0 g)

Sources & evidence

ORD record
ord-7fd94cc5dac041b8bb3c7bac5a5dede8
Source dataset
uspto-grants-2013_08
Patent number
US08518945B2

Reaction notes

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