HCID 86595391, compound → HCID 86595392, compound

HRID 1454796Notes

Reaction equation

HRID 1454796 reaction equation
[C:1]([O:5][C:6]([N:8]([CH2:15][CH2:16][C:17]#[N:18])[C@@H:9]([C:11]([O:13][CH3:14])=[O:12])[CH3:10])=[O:7])([CH3:4])([CH3:3])[CH3:2].[H][H]>C(O)C.C(Cl)(Cl)Cl.[Pt]=O>[NH2:18][CH2:17][CH2:16][CH2:15][N:8]([C:6]([O:5][C:1]([CH3:2])([CH3:4])[CH3:3])=[O:7])[C@@H:9]([C:11]([O:13][CH3:14])=[O:12])[CH3:10]

Participants

6

Reactant 2

HCID 86595391HCID 86595391, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 86595392HCID 86595392, compound

Reagents, catalysts & solvents 3

HCID 82844Platinum oxide (PtO)CatalystHCID 702EthanolSolventHCID 6212ChloroformSolvent

Procedure

To a solution of methyl N-(tert-butoxycarbonyl)-N-(2-cyanoethyl)-D-alaninate (1.5 g) in ethanol (80 mL) and chloroform (1.4 mL) was added platinum oxide (350 mg), and the reaction mixture was stirred over an atmosphere of hydrogen for 16 h. The mixture was filtered through Celite, and the Celite washed with methanol and dichloromethane. The filtrate was concentrated to give methyl N-(3-aminopropyl)-N-(tert-butoxycarbonyl)-D-alaninate as an oily residue.

Workup

  1. filtrationThe mixture was filtered through Celite
  2. washthe Celite washed with methanol and dichloromethane
  3. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-b7aa7934a1a548409afaee4c283346b0
Source dataset
uspto-grants-2009_01
Patent number
US07482336B2

Reaction notes

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