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

HRID 1725098Notes

Reaction equation

HRID 1725098 reaction equation
[NH:1]([C:38]([O:40][C:41]([CH3:44])([CH3:43])[CH3:42])=[O:39])[C@@H:2]([C:12]([NH:14][C@H:15]([C:20]([N:22]1[CH2:37][CH2:36][CH2:35][CH2:34][CH: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:38]([O:40][C:41]([CH3:43])([CH3:42])[CH3:44])=[O:39])[C@@H:2]([C:12]([NH:14][C@H:15]([C:20]([N:22]1[CH2:37][CH2:36][CH2:35][CH2:34][CH: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 131727274Boc-D-Tyr(Me)-L-Ile-DL-Pip-OBzl

Product 1

HCID 131727273Boc-D-Tyr(Me)-L-Ile-DL-Pip-OH

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Boc-D-Tyr(Me)-L-Ile-DL-Pip-OBzl (3.46 g, 7.37 mmol) was dissolved in methanol (30 ml) and subjected to catalytic hydrogenation in the presence of the 5% Pd-C (230 mg). After 8 hours, the catalyst Pd-C was filtered and the reaction solution was evaporated to obtain Boc-D-Tyr(Me)-L-Ile-DL-Pip-OH.

Workup

  1. filtrationthe catalyst Pd-C was filtered
  2. customthe reaction solution was evaporated

Sources & evidence

ORD record
ord-ef4820104077411bb43df8ebc1528af5
Source dataset
uspto-grants-2009_02
Patent number
US07488712B2

Reaction notes

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