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2-Bromo-imidazo[2,1-b]thiazol-6-ylamine hydrochloride → (S,S)-{1-[2-(2-bromo-imidazo[2,1-b]thiazol-6-ylcarbamoyl)-pyrrolidine-1-carbonyl]-2-methyl-propyl}-carbamic acid methyl ester

HRID 1811666
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HRID 1811666 반응식
Cl.BrC1SC2=NC(N)=CN2C=1.[C:12]([O:16][C:17](=[O:45])[NH:18][C@@H:19]([C:39]1[CH:44]=CC=C[CH:40]=1)[C:20]([N:22]1[CH2:26][CH2:25][CH2:24][C@@H:23]1[C:27](=[O:38])[NH:28][C:29]1[N:30]=[C:31]2[N:35]([CH:36]=1)[CH:34]=[C:33]([Br:37])[S:32]2)=[O:21])(C)(C)C>>[CH3:12][O:16][C:17](=[O:45])[NH:18][C@H:19]([C:20]([N:22]1[CH2:26][CH2:25][CH2:24][C@H:23]1[C:27](=[O:38])[NH:28][C:29]1[N:30]=[C:31]2[N:35]([CH:36]=1)[CH:34]=[C:33]([Br:37])[S:32]2)=[O:21])[CH:39]([CH3:44])[CH3:40]
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참가 물질

3

반응물 2

HCID 672405282-Bromo-imidazo[2,1-b]thiazol-6-ylamine hydrochlorideHCID 86654641(S,R)-{2-[2-(2-bromo-imidazo[2,1-b]thiazol-6-ylcarbamoyl)-pyrrolidin-1-yl]-2-oxo-1-phenyl-ethyl}-carbamic acid tert-butyl ester

생성물 1

HCID 67241387(S,S)-{1-[2-(2-bromo-imidazo[2,1-b]thiazol-6-ylcarbamoyl)-pyrrolidine-1-carbonyl]-2-methyl-propyl}-carbamic acid methyl ester

실험 절차

Compound 12b was synthesized from compound 11 (0.33 mmol) and compound 3b (0.495 mmol), following the procedure as described for compound 12a, to give compound 12b as a yellow oil in 44% yield. 1H NMR (DMSO-d6, 400 MHz) δ (ppm) 0.93 (dd, 6H), 1.70-2.00 (m, 4H), 2.01-2.10 (m, 1H), 3.51 (s, 3H), 3.59 (m, 1H), 3.82 (m, 1H), 4.00 (t, 1H), 4.51 (dd, 1H), 7.34 (d, 1H), 7.80 (s, 1H), 8.15 (s, 1H), 10.64 (s, 1H); MS (ESI, EI+) m/z=472-474 (MH+).

출처 및 근거

ORD 기록
ord-7fac7670736841dfae326305bdfedc8a
출처 데이터셋
uspto-grants-2013_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08362068B2

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