N5-(iminomethoxymethyl)-L-ornithine dihydrochloride → HCID 178475098, compound

HRID 1975906Notes

Reaction equation

HRID 1975906 reaction equation
[ClH:1].Cl.N=C[O:5]CNCCC[C@@H](C(O)=O)N.Cl.C([O:21][C:22](=[O:41])[C@H:23]([CH2:32][CH2:33][CH2:34][NH:35][CH:36]=[N:37][O:38][CH2:39][CH3:40])[NH:24]C(OC(C)(C)C)=O)(C)(C)C>>[OH2:5].[ClH:1].[ClH:1].[CH2:39]([O:38][N:37]=[CH:36][NH:35][CH2:34][CH2:33][CH2:32][C@@H:23]([C:22]([OH:41])=[O:21])[NH2:24])[CH3:40]

Participants

3

Reactant 2

HCID 86583873N5-(iminomethoxymethyl)-L-ornithine dihydrochlorideHCID 178475096HCID 178475096, compound

Product 1

HCID 178475098HCID 178475098, compoundYield 94%

Procedure

By the method described above for the preparation of N5-(iminomethoxymethyl)-L-ornithine dihydrochloride, 0.78 g (1.97 mmol) N2-(tert-butoxycarbonyl)-N5-(ethoxyiminomethyl)-L-ornithine tert-butyl ester hydrochloride was deprotected to yield 0.51 g (94%) N5-(ethoxyiminomethyl)-L-ornithine dihydrochloride monohydrate. TLC (silica gel, ammonium hydroxide:methanol/1/25) Rf=0.24. Mass spectrum (CI) 204 (MH+, 74%).

Sources & evidence

ORD record
ord-648373a62dc045b0b9908c1597010e07
Source dataset
uspto-grants-2001_05
Patent number
US06225305B1

Reaction notes

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