HCID 86733616, compound → HCID 86733614, compound

HRID 442505Notes

Reaction equation

HRID 442505 reaction equation
[CH2:1]([N:3]([C:11](=[O:15])[CH:12]([CH3:14])[CH3:13])[CH:4]([N:8](Cl)[Cl:9])[C:5]([O-:7])=[O:6])[CH3:2].C(C(N)(C([O-])=O)N(C(=O)C(C)C)C=O)C>Cl.O1CCCC1.[Pd]>[ClH:9].[CH2:1]([N:3]([C:11](=[O:15])[CH:12]([CH3:14])[CH3:13])[CH:4]([NH2:8])[C:5]([OH:7])=[O:6])[CH3:2]

Participants

6

Reactant 2

HCID 86733616HCID 86733616, compoundHCID 86733618HCID 86733618, compound

Product 1

HCID 86733614HCID 86733614, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 313Hydrochloric AcidSolventHCID 8028TetrahydrofuranSolvent

Procedure

Preparation of ethyl-α-N,N-dichloroaminoisobutyrylglycinate: To a solution of 2.16 g (0.01 mol) of ethyl-N-formyl-α-aminoisobutyrylglycinate in 50 ml of dry hydrogen chloride in tetrahydrofuran (1 M), there was added 1 g of 10% palladium-on-charcoal. The mixture was shaken at room temperature under an atmosphere of hydrogen at 50 psi for several days. Following filtration, the solvent was removed under reduced pressure to afford 1.18 g (0.005 mol), 50%, ethyl-α-aminoisobutyrylglycinate hydrochloride, pmr (D2O) δ 4.43 (s, 2H), 4.33 (q, 2H), 1.70 (s, 6H) and 1.23 (t, 3H) ppm.

Workup

  1. filtrationfiltration
  2. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-ceebb966ea044bdaba1e6192e17148fd
Source dataset
uspto-grants-1977_08
Patent number
US04045578

Reaction notes

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