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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 716512
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HRID 716512 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-d231294f2c634ba0aa6285afcaebf22f
출처 데이터셋
uspto-grants-2015_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09187496B2

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