HCID 53979986, compound → HCID 54044708, compound

HRID 363512Notes

Reaction equation

HRID 363512 reaction equation
[C:1]([O:5][C:6]([NH:8][CH:9]([C:19]([O:21][CH2:22][CH3:23])=[O:20])[CH2:10][C:11]1[S:12][C:13]([N+:16]([O-])=O)=[CH:14][CH:15]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>C(O)C.[Pd]>[C:1]([O:5][C:6]([NH:8][CH:9]([C:19]([O:21][CH2:22][CH3:23])=[O:20])[CH2:10][C:11]1[S:12][C:13]([NH2:16])=[CH:14][CH:15]=1)=[O:7])([CH3:3])([CH3:4])[CH3:2]

Participants

4

Reactant 1

HCID 53979986HCID 53979986, compound

Product 1

HCID 54044708HCID 54044708, compoundYield 94%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of Ethyl N-(tert-butoxycarbonyl)-3-(5-nitro-2-thienyl)-DL-alaninate (4.92 g, 14.3 mmol) in ethanol (75 ml) was hydrogenated over 10% palladium/Charcoal (2.0 g) at 25 psi for 6 hours using a Parr hydrogenation apparatus. The mixture was filtered through a pad of celite. The solvent was removed at reduced pressure to give Ethyl N-(tert-butoxycarbonyl)-3-(5-amino-2-thienyl)-DL-alaninate (4.22 g, 94%) as a dark yellow solid. Melting point=132° C.

Workup

  1. filtrationThe mixture was filtered through a pad of celite
  2. customThe solvent was removed at reduced pressure

Sources & evidence

ORD record
ord-bc9ca4ac47cf4e54983405f4f49180a9
Source dataset
uspto-grants-1999_02
Patent number
US05874472

Reaction notes

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