Phenylmethanesulfonyl chloride → tert-butyl N-[4-[[[(6S)-3-(benzylsulfonylamino)-4-oxo-7,8-dihydro-6H-pyrrolo[1,2-a]pyrimidine-6-carbonyl]amino]methyl]benzenecarboximidoyl]carbamate

HRID 10999

반응식

HRID 10999 반응식
[C:1]([O:5][C:6](=[O:35])[NH:7][C:8](=[NH:34])[C:9]1[CH:14]=[CH:13][C:12]([CH2:15][NH:16][C:17]([C@H:19]2[N:23]3[C:24](=[O:33])[C:25]([NH:28][S:29]([CH3:32])(=[O:31])=[O:30])=[CH:26][N:27]=[C:22]3[CH2:21][CH2:20]2)=[O:18])=[CH:11][CH:10]=1)([CH3:4])([CH3:3])[CH3:2].C(OC(=O)NC([C:45]1[CH:50]=[CH:49][C:48](CNC([C@H]2N3C(=O)C(N(CC)CC)=CN=C3CC2)=O)=[CH:47][CH:46]=1)=N)(C)(C)C.C1(CS(Cl)(=O)=O)C=CC=CC=1>>[C:1]([O:5][C:6](=[O:35])[NH:7][C:8](=[NH:34])[C:9]1[CH:14]=[CH:13][C:12]([CH2:15][NH:16][C:17]([C@H:19]2[N:23]3[C:24](=[O:33])[C:25]([NH:28][S:29]([CH2:32][C:45]4[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=4)(=[O:31])=[O:30])=[CH:26][N:27]=[C:22]3[CH2:21][CH2:20]2)=[O:18])=[CH:11][CH:10]=1)([CH3:4])([CH3:2])[CH3:3]

참가 물질

4

반응물 3

HCID 74740Phenylmethanesulfonyl chlorideHCID 145857232tert-butyl N-[4-[[[(6S)-3-(methanesulfonamido)-4-oxo-7,8-dihydro-6H-pyrrolo[1,2-a]pyrimidine-6-carbonyl]amino]methyl]benzenecarboximidoyl]carbamateHCID 145857233tert-butyl N-[4-[[[(6S)-3-(diethylamino)-4-oxo-7,8-dihydro-6H-pyrrolo[1,2-a]pyrimidine-6-carbonyl]amino]methyl]benzenecarboximidoyl]carbamate

생성물 1

HCID 145857231tert-butyl N-[4-[[[(6S)-3-(benzylsulfonylamino)-4-oxo-7,8-dihydro-6H-pyrrolo[1,2-a]pyrimidine-6-carbonyl]amino]methyl]benzenecarboximidoyl]carbamate수율 44%

실험 절차

Following a procedure similar to that for the preparation of 16a, intermediate 3a (50 mg, 0.117 mmol) and alpha-toluene sulfonyl chloride (26.7 mg, 0.14 mmol) yielded 35.6 mg (44%) of 36a. MS (ESI) 581.1 (M+H+).

출처 및 근거

ORD 기록
ord-2a6fd4c349944d84a199b793e2056916
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07094783B2

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