Z-Phg-D-Trp-Lys(BOC)-OMe → HCID 57936728, compound

HRID 1435096Notes

Reaction equation

HRID 1435096 reaction equation
[NH:1](C(OCC1C=CC=CC=1)=O)[C@H:2]([C:9]([NH:11][C@@H:12]([C:23]([NH:25][C@H:26]([C:39]([O:41][CH3:42])=[O:40])[CH2:27][CH2:28][CH2:29][CH2:30][NH:31][C:32]([O:34][C:35]([CH3:38])([CH3:37])[CH3:36])=[O:33])=[O:24])[CH2:13][C:14]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[NH:16][CH:15]=1)=[O:10])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1>CO.[Pd]>[NH2:1][C@H:2]([C:9]([NH:11][C@@H:12]([C:23]([NH:25][C@H:26]([C:39]([O:41][CH3:42])=[O:40])[CH2:27][CH2:28][CH2:29][CH2:30][NH:31][C:32]([O:34][C:35]([CH3:37])([CH3:38])[CH3:36])=[O:33])=[O:24])[CH2:13][C:14]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[NH:16][CH:15]=1)=[O:10])[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 1

HCID 57936733Z-Phg-D-Trp-Lys(BOC)-OMe

Product 1

HCID 57936728HCID 57936728, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

23.4 g (23.8 mmol) (Z-Phg-D-Trp-Lys(BOC)-OMe) are dissolved in 260 ml methanol, 2.6 g Pd/C 10% added and hydrogenated at RT and normal pressure. After 3 hours the catalyst is filtered off and the filtrate evaporated at 30°: white solid. HPLC 95.9% b.a. (17.6 min).

Workup

  1. customhydrogenated at RT
  2. filtrationAfter 3 hours the catalyst is filtered off
  3. customthe filtrate evaporated at 30°
  4. custom(17.6 min)

Sources & evidence

ORD record
ord-f19814df138b43eeb7f30244518c9ebc
Source dataset
uspto-grants-2009_11
Patent number
US07615609B2

Reaction notes

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