Hydrochloric Acid → HCID 86623721, compound

HRID 249910Notes

Reaction equation

HRID 249910 reaction equation
[CH2:1]([N:8](C)[CH2:9][C@@H:10]([NH:12][C@@H:13]([CH3:18])[C:14]([O:16][CH3:17])=[O:15])[CH3:11])C1C=CC=CC=1.Cl>C(O)C.[Pd]>[CH3:1][NH:8][CH2:9][C@@H:10]([NH:12][C@@H:13]([CH3:18])[C:14]([O:16][CH3:17])=[O:15])[CH3:11]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 66873588HCID 66873588, compound

Product 1

HCID 86623721HCID 86623721, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

(S)-Methyl 2-((S)-1-(benzyl(methyl)-amino)propan-2-ylamino)-propanoate (0.98 g, 3.7 mmol), concentrated HCl (mL) and 10% Pd on carbon (200 mg) were combined in ethanol (25 mL). The reaction mixture was shaken on a Parr apparatus under a hydrogen atmosphere (15 psi). After 16.75 h, the reaction mixture was filtered through Celite and the Celite pad was rinsed with CH3OH and CH2Cl2. The filtrate was concentrated under reduced pressure to give (S)-methyl 2-((S)-1-(methylamino)propan-2-ylamino)propanoate which was used directly in the next reaction. MS consistent.

Workup

  1. filtrationthe reaction mixture was filtered through Celite
  2. washthe Celite pad was rinsed with CH3OH and CH2Cl2
  3. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-12ede8bbed094efeb08e4f716cfa9742
Source dataset
uspto-grants-2011_01
Patent number
US07863271B2

Reaction notes

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