반응 #11091

ord-ab7d74dafc3f48528fad4da7326d5315

반응 방정식

CC(C)(C)OC(=O)NC(=N)c1ccc(CNC(=O)[C@@H]2CCc3ncc(NS(C)(=O)=O)c(=O)n32)cc1
16a
CC(C)(C)OC(=O)NC(=N)c1ccc(CNC(=O)[C@@H]2CCc3ncc(NS(C)(=O)=O)c(=O)n32)cc1
(S)-[imino-(4-{[(3-methanesulfonylamino-4-oxo-4,6,7,8-tetrahydro-pyrrolo[1,2-a]pyrimidine-6-carbonyl)-amino]-methyl)-phenyl)-methyl]-carbamic acid tert-butyl ester
CCN(CC)c1cnc2n(c1=O)[C@H](C(=O)NCc1ccc(C(=N)NC(=O)OC(C)(C)C)cc1)CC2
intermediate 3a
CCN(CC)c1cnc2n(c1=O)[C@H](C(=O)NCc1ccc(C(=N)NC(=O)OC(C)(C)C)cc1)CC2
(S)-[(4-{[(3-diethylamino-4-oxo-4,6,7,8-tetrahydro-pyrrolo[1,2-a]pyrimidine-6-carbonyl)-amino]-methyl}-phenyl)-imino-methyl]-carbamic acid tert-butyl ester
COc1ccc(S(=O)(=O)Cl)cc1
4-methoxybenzene sulfonyl chloride
COc1ccc(S(=O)(=O)Nc2cnc3n(c2=O)[C@H](C(=O)NCc2ccc(C(=N)NC(=O)OC(C)(C)C)cc2)CC3)cc1
31a
수율 46.2%
COc1ccc(S(=O)(=O)Nc2cnc3n(c2=O)[C@H](C(=O)NCc2ccc(C(=N)NC(=O)OC(C)(C)C)cc2)CC3)cc1
(S)-{imino-[4-({[3-(4-methoxy-benzenesulfonylamino)-4-oxo-4,6,7,8-tetrahydro-pyrrolo[1,2-a]pyrimidine-6-carbonyl]-amino}-methyl)-phenyl]-methyl}-carbamic acid tert-butyl ester
수율 46.2%

반응 조건

상세 조건
See reaction.notes.procedure_details.

실험 절차

Following a procedure similar to that for the preparation of 16a, intermediate 3a (50 mg, 0.117 mmol) and 4-methoxybenzene sulfonyl chloride (31.4 mg, 0.152 mmol) yielded 32.2 mg (46.2%) of 31a. MS (ESI) 597.0 (M+H+).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07094783B2uspto-grants-2006_08