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

HRID 2184657Notes

Reaction equation

HRID 2184657 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 58726683Boc-D-Tyr(Me)-L-Ile-D-Pro-OBzl

Product 1

HCID 131723245Boc-D-Tyr(Me)-L-Ile-D-Pro-OH

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

The compound Boc-D-Tyr(Me)-L-Ile-D-Pro-OBzl (881 mg, 1.44 mmol) obtained in step 12-4 was dissolved in MeOH (5 ml) and stirred under hydrogen atmosphere overnight using 5% Pd/C (70 mg). The reaction mixture was filtered and concentrated to yield the titled compound.

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-3bac5502f3ed4c97a94eb197bd64ca64
Source dataset
uspto-grants-2002_06
Patent number
US06399568B1

Reaction notes

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