Boc-AlaAlaPro-OBzl → Boc-ala-ala-pro-OH

HRID 437133Notes

Reaction equation

HRID 437133 reaction equation
C([O:8][C:9](=[O:32])[C@@H:10]1[CH2:14][CH2:13][CH2:12][N:11]1[C:15](=[O:31])[C@H:16]([CH3:30])[NH:17][C:18](=[O:29])[C@H:19]([CH3:28])[NH:20][C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])C1C=CC=CC=1.[H][H]>CO.[Pd]>[C:24]([O:23][C:21]([NH:20][C@H:19]([C:18]([NH:17][C@H:16]([C:15]([N:11]1[CH2:12][CH2:13][CH2:14][C@H:10]1[C:9]([OH:32])=[O:8])=[O:31])[CH3:30])=[O:29])[CH3:28])=[O:22])([CH3:26])([CH3:27])[CH3:25]

Participants

5

Reactant 2

HCID 15289361Boc-AlaAlaPro-OBzlHCID 178418361HCID 178418361, compound

Product 1

HCID 11902955Boc-ala-ala-pro-OH

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 0.015 moles of t-butyloxycarbonylalanylalanylproline benzyl ester in 50 ml of methanol is reduced with hydrogen at 40 lbs pressure in the presence of 1 gm of 10% Pd/C. The reaction mixture is filtered and concentrated in vacuo to give t-butyloxycarbonylalanylalanylproline.

Workup

  1. filtrationThe reaction mixture is filtered
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-474a424d05a1456987a1539b0b3ee539
Source dataset
uspto-grants-1977_06
Patent number
US04029772

Reaction notes

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