Acetylalanylalanylleucine benzyl ester → Acetylalanylalanylleucine

HRID 461787Notes

Reaction equation

HRID 461787 reaction equation
C([O:8][C:9](=[O:29])[C@H:10]([CH2:25][CH:26]([CH3:28])[CH3:27])[NH:11][C:12](=[O:24])[C@H:13]([CH3:23])[NH:14][C:15](=[O:22])[C@H:16]([CH3:21])[NH:17][C:18](=[O:20])[CH3:19])C1C=CC=CC=1>C(O)C.[Pd]>[C:18]([NH:17][C@H:16]([C:15]([NH:14][C@H:13]([C:12]([NH:11][C@H:10]([C:9]([OH:29])=[O:8])[CH2:25][CH:26]([CH3:27])[CH3:28])=[O:24])[CH3:23])=[O:22])[CH3:21])(=[O:20])[CH3:19]

Participants

4

Reactant 1

HCID 54388809Acetylalanylalanylleucine benzyl ester

Product 1

HCID 54064604Acetylalanylalanylleucine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

Acetylalanylalanylleucine benzyl ester (2 mmole) is dissolved in denaturated ethyl alcohol (0.5 gal. benzene added to 100 gal. of absolute ethanol) (15 ml) and hydrogenated over 10% palladium/charcoal (0.1 gm) at 40 psi for 1/2 hour. The solution was filtered through Celite and evaporated in vacuo. The residue is triturated with diethyl ether to give crystalline acetylalanylalanylleucine, m.p. 185°-186°.

Workup

  1. filtrationThe solution was filtered through Celite
  2. customevaporated in vacuo
  3. customThe residue is triturated with diethyl ether

Sources & evidence

ORD record
ord-4a39032193a84006bd99d2a29fe53003
Source dataset
uspto-grants-1977_12
Patent number
US04064236

Reaction notes

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