HCID 14819130, compound → HCID 14819133, compound

HRID 2352392Notes

Reaction equation

HRID 2352392 reaction equation
C([O:8][C:9](=[O:27])[C@H:10]([CH3:26])[NH:11][CH:12]1[CH2:16][CH:15]([CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])[O:14][C:13]1=[O:25])C1C=CC=CC=1>CO.[Pd]>[O:25]=[C:13]1[CH:12]([NH:11][C@H:10]([C:9]([OH:27])=[O:8])[CH3:26])[CH2:16][CH:15]([CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])[O:14]1

Participants

4

Reactant 1

HCID 14819130HCID 14819130, compound

Product 1

HCID 14819133HCID 14819133, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Dissolved in 100 ml of methanol was 3.75 g of Isomer BCD of N-(2-oxo-5-octyl-3-tetrahydrofuranyl)-L-alanine benzyl ester. Thereafer, 0.70 g of 10% palladium-charcoal was added and the reaction mixture was hydrogenated at room temperature and normal pressure for 2 hours. The palladium-charcoal was then filtered off and the filtrate was distilled under reduced pressure to obtain crystals. The crystals were recrystallized from methanol, thereby obtaining 2.41 g of Isomer BCD of N-(2-oxo-5-octyl-3-tetrahydrofuranyl)-L-alanine as colorless crystals.

Workup

  1. customwas hydrogenated at room temperature
  2. filtrationThe palladium-charcoal was then filtered off
  3. distillationthe filtrate was distilled under reduced pressure
  4. customto obtain crystals
  5. customThe crystals were recrystallized from methanol

Sources & evidence

ORD record
ord-6fb9f3ac4fd6459ea1526756d340d282
Source dataset
uspto-grants-1989_10
Patent number
US04876359

Reaction notes

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