HCID 178476672, compound → HCID 178476675, compound

HRID 904967Notes

Reaction equation

HRID 904967 reaction equation
[NH:1](C(OCC1C=CC=CC=1)=O)[C@@H:2]([C:8]([NH:10][C@H:11]([C:19]([NH:21][C@H:22]([C:28]([NH:30][C@H:31]([C:35]([NH:37][C@H:38]([C:47]([O:49][CH3:50])=[O:48])[CH2:39][C:40]1[CH:45]=[CH:44][C:43]([OH:46])=[CH:42][CH:41]=1)=[O:36])[CH:32]([CH3:34])[CH3:33])=[O:29])[CH2:23][CH2:24][C:25](=[O:27])[OH:26])=[O:20])[CH2:12][CH2:13][CH2:14][NH:15][C:16](=[NH:18])[NH2:17])=[O:9])[CH2:3][CH2:4][CH2:5][CH2:6][NH2:7].[CH3:61][C:62]([OH:64])=[O:63]>C(O)(=O)C>[NH2:1][C@@H:2]([C:8]([NH:10][C@H:11]([C:19]([NH:21][C@H:22]([C:28]([NH:30][C@H:31]([C:35]([NH:37][C@H:38]([C:47]([O:49][CH3:50])=[O:48])[CH2:39][C:40]1[CH:45]=[CH:44][C:43]([OH:46])=[CH:42][CH:41]=1)=[O:36])[CH:32]([CH3:34])[CH3:33])=[O:29])[CH2:23][CH2:24][C:25](=[O:26])[OH:27])=[O:20])[CH2:12][CH2:13][CH2:14][NH:15][C:16](=[NH:17])[NH2:18])=[O:9])[CH2:3][CH2:4][CH2:5][CH2:6][NH2:7].[CH3:61][C:62]([OH:64])=[O:63]

Participants

3

Reactant 1

HCID 178476672HCID 178476672, compound

Product 1

HCID 178476675HCID 178476675, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

2 g (2.2 mmoles) of Z-D-Lys-Arg-Glu-Val-Tyr-OMe acetate are subjected to catalytic hydrogenation in 90 percent acetic acid and the product is worked up analogously to Example 25 I. Yield 1.8 g (98%). 800 mg are purified further by being chromatographed on a hydroxypropylated, crosslinked dextran gel (approx. 120 g, column: 90×2.5 cm) in 90 percent strength methanol. Yield 500 mg.

Workup

  1. custom800 mg are purified further
  2. customby being chromatographed on a hydroxypropylated, crosslinked dextran gel (approx. 120 g, column: 90×2.5 cm) in 90 percent strength methanol

Sources & evidence

ORD record
ord-0329fd6ac0bf440384b0813fa0885ee6
Source dataset
uspto-grants-1983_12
Patent number
US04420424

Reaction notes

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