Reaktion #1502858

ord-90bdff9b7c8a4264b06d3c5f7ba2c8b9

Reaktionsgleichung

CSC(=N)NC(=O)OCc1ccccc1
N-CBZ-S-methylisothiourea
N=C(N)N1CCN(CC(=O)Nc2cccc(C(=O)NCCC(=O)O)c2)CC1
3-(3-(4-amidinopiperazin-1-ylacetamido)benzamido)propionic acid
N=C(N)C(C(=O)Nc1cccc(C(=O)NCCC(=O)OCc2ccccc2)c1)N1CCN(C(=O)OCc2ccccc2)CC1
benzyl 3-(3-(4-CBZ-amidinopiperazin-1-ylacetamido)benzamido)propionate
CC(C)(C)OC(=O)CN1CCNCC1
tert-butyl piperazin-1-ylacetate
CC(C)(C)OC(=O)C(C(=N)N)N1CCN(C(=O)OCc2ccccc2)CC1
tert-butyl 4-CBZ-amidinopiperazin-1-ylacetate

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

3-(3-(4-amidinopiperazin-1-ylacetamido)benzamido)propionic acid, m.p. 270° (decomposition), from benzyl 3-(3-(4-CBZ-amidinopiperazin-1-ylacetamido)benzamido)propionate (FAB 601; obtainable by reacting tert-butyl piperazin-1-ylacetate with N-CBZ-S-methylisothiourea to give tert-butyl 4-CBZ-amidinopiperazin-1-ylacetate, cleaving the tert-butyl group with 4 N HCl in dioxane and condensing the resulting 4-CBZ-amidinopiperazin-1-ylacetic acid with benzyl 3-(3-aminobenzamido)propionate);

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05908843uspto-grants-1999_06