Boc-D-Tyr(Me)-L-Ile-L-Pro-OBzl → Boc-D-Tyr(Me)-L-Ile-L-Pro-OH

HRID 1444156Notes

Reaction equation

HRID 1444156 reaction equation
[NH:1]([C:37]([O:39][C:40]([CH3:43])([CH3:42])[CH3:41])=[O:38])[C@@H:2]([C:12]([NH:14][C@H:15]([C:20]([N:22]1[CH2:36][CH2:35][CH2:34][C@H:23]1[C:24]([O:26]CC1C=CC=CC=1)=[O:25])=[O:21])[C@H:16]([CH2:18][CH3:19])[CH3:17])=[O:13])[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[CH:6][CH:5]=1>CO.[Pd]>[NH:1]([C:37]([O:39][C:40]([CH3:42])([CH3:41])[CH3:43])=[O:38])[C@@H:2]([C:12]([NH:14][C@H:15]([C:20]([N:22]1[CH2:36][CH2:35][CH2:34][C@H:23]1[C:24]([OH:26])=[O:25])=[O:21])[C@H:16]([CH2:18][CH3:19])[CH3:17])=[O:13])[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[CH:6][CH:5]=1

Participants

4

Reactant 1

HCID 131727885Boc-D-Tyr(Me)-L-Ile-L-Pro-OBzl

Product 1

HCID 131727886Boc-D-Tyr(Me)-L-Ile-L-Pro-OH

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Boc-D-Tyr(Me)-L-Ile-L-Pro-OBzl (595 mg, 1.0 mmol) was dissolved in methanol (10 mL), Pd—C (200 mg) was added, and this mixture was stirred under hydrogen atmosphere for 3 hours. Pd—C was filtered off, and methanol was removed by evaporation to obtain the desired product as a foam. Yield: 380 mg (0.8 mmol, 80%).

Workup

  1. filtrationPd—C was filtered off
  2. custommethanol was removed by evaporation

Sources & evidence

ORD record
ord-ff1eaa7180b44662bb4dae00a2f411a7
Source dataset
uspto-grants-2010_02
Patent number
US07662778B2

Reaction notes

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