Methanol → HCID 86755737, compound

HRID 1952996Notes

Reaction equation

HRID 1952996 reaction equation
CO.[NH2:3][C:4]([CH2:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][NH:14][C:15](=[O:44])[C@@H:16]([CH2:30][CH2:31][CH2:32][NH:33]C(OCC2C=CC=CC=2)=O)[NH:17][C:18]([C:20]2[CH:29]=[CH:28][C:27]3[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=3)[CH:21]=2)=[O:19])=[CH:9][CH:8]=1)=[O:5]>C(O)(=O)C.CO.[Pd]>[NH2:3][C:4]([CH2:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][NH:14][C:15](=[O:44])[C@@H:16]([CH2:30][CH2:31][CH2:32][NH2:33])[NH:17][C:18]([C:20]2[CH:29]=[CH:28][C:27]3[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=3)[CH:21]=2)=[O:19])=[CH:9][CH:8]=1)=[O:5]

Participants

5

Reactant 2

HCID 887MethanolHCID 86755738HCID 86755738, compound

Product 1

HCID 86755737HCID 86755737, compoundYield 86%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 10129899Acetic acid methanolSolvent

Procedure

Prepared analogously to Example 1d) but using glacial acetic acid/methanol=1/1 (v/v) as solvent instead of methanol, from (R)-N-[[4-(aminocarbonylmethyl)phenyl]methyl]-N2 -[(2-naphthyl)carbonyl]-N5 -(phenylmethoxycarbonyl)-ornithinamide by catalytic hydrogenation in the presence of palladium on activated charcoal in a yield of 86% of theory. Colourless, highly viscous oil which was used without any further purification.

Workup

  1. customPrepared analogously to Example 1d) but
  2. customColourless, highly viscous oil which was used without any further purification

Sources & evidence

ORD record
ord-ffb3bd0f1c8f4349908c62bb529939bb
Source dataset
uspto-grants-2000_09
Patent number
US06114390

Reaction notes

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