Z-D-Trp-Lys(BOC)-OMe → H-D-Trp-Lys(BOC)-OMe

HRID 1435094Notes

Reaction equation

HRID 1435094 reaction equation
[NH:1](C(OCC1C=CC=CC=1)=O)[C@@H:2]([C:13]([NH:15][C@H:16]([C:29]([O:31][CH3:32])=[O:30])[CH2:17][CH2:18][CH2:19][CH2:20][NH:21][C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])=[O:14])[CH2:3][C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[NH:6][CH:5]=1>CO>[NH2:1][C@@H:2]([C:13]([NH:15][C@H:16]([C:29]([O:31][CH3:32])=[O:30])[CH2:17][CH2:18][CH2:19][CH2:20][NH:21][C:22]([O:24][C:25]([CH3:26])([CH3:27])[CH3:28])=[O:23])=[O:14])[CH2:3][C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[NH:6][CH:5]=1

Participants

3

Reactant 1

HCID 57936723Z-D-Trp-Lys(BOC)-OMe

Product 1

HCID 15480274H-D-Trp-Lys(BOC)-OMe

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

19.8 (34.1 mmol) g Z-D-Trp-Lys(BOC)-OMe are dissolved in 220 ml methanol, 2.2 g catalyst PdC 10% added and hydrogenated at RT. The hydrogenation is finished after 1 hour at RT, the catalyst filtered off and the filtrate evaporated at 30°: white solid. HPLC: 98.1% b.a. (16.2 min).

Workup

  1. customhydrogenated at RT
  2. filtrationthe catalyst filtered off
  3. customthe filtrate evaporated at 30°
  4. custom(16.2 min)

Sources & evidence

ORD record
ord-73ced55a3db645b6aa5a8feb66a8b082
Source dataset
uspto-grants-2009_11
Patent number
US07615609B2

Reaction notes

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