Reaktion #11075

ord-012f6202a1704b24b330c77a049c3fbc

Reaktionsgleichung

O=C(Nc1cnc2n(c1=O)C(Cc1ccccc1)(C(=O)O)CC2)OCc1ccccc1
intermediate 21b
O=C(Nc1cnc2n(c1=O)C(Cc1ccccc1)(C(=O)O)CC2)OCc1ccccc1
6-benzyl-3-benzyloxycarbonylamino-4-oxo-4,6,7,8-tetrahydro-pyrrolo[1,2-a]pyrimidine-6-carboxylic acid
CC(C)(C)OC(=O)NC(=N)c1ccc(CN)cc1
[(4-aminomethyl-phenyl)-imino-methyl]-carbamic acid tert-butyl ester
→
CC(C)(C)OC(=O)NC(=N)c1ccc(CNC(=O)C2(Cc3ccccc3)CCc3ncc(NC(=O)OCc4ccccc4)c(=O)n32)cc1
intermediate 21c
CC(C)(C)OC(=O)NC(=N)c1ccc(CNC(=O)C2(Cc3ccccc3)CCc3ncc(NC(=O)OCc4ccccc4)c(=O)n32)cc1
{6-benzyl-6-[4-(tert-butoxycarbonylamino-imino-methyl)-benzylcarbamoyl]-4-oxo-4,6,7,8-tetrahydro-pyrrolo[1,2-a]pyrimidin-3-yl}-carbamic acid benzyl ester

Edukte

—
intermediate 19c
O=C(Nc1cnc2n(c1=O)C(Cc1ccccc1)(C(=O)O)CC2)OCc1ccccc1
intermediate 21b
O=C(Nc1cnc2n(c1=O)C(Cc1ccccc1)(C(=O)O)CC2)OCc1ccccc1
6-benzyl-3-benzyloxycarbonylamino-4-oxo-4,6,7,8-tetrahydro-pyrrolo[1,2-a]pyrimidine-6-carboxylic acid
CC(C)(C)OC(=O)NC(=N)c1ccc(CN)cc1
[(4-aminomethyl-phenyl)-imino-methyl]-carbamic acid tert-butyl ester

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

According to the procedure for the preparation of intermediate 19c, intermediate 21b (50 mg, 0.119 mmol) was coupled with [(4-aminomethyl-phenyl)-imino-methyl]-carbamic acid tert-butyl ester to afford 77 mg (quantitative) of intermediate 21c.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07094783B2uspto-grants-2006_08