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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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Potassium tert-butoxide → tert-butyl ((2R,6S,7R,13aS,14aR,16aS,Z)-2-((3-(dimethylamino)-6-methoxyisoquinolin-1-yl)oxy)-7,9-dimethyl-14a-(((1-methylcyclopropyl)sulfonyl)carbamoyl)-5,16-dioxo-1,2,3,5,6,7,8,9,10,11,13a,14,14a,15,16,16a-hexadecahydrocyclopropa[e]pyrrolo[1,2-a][1,4]diazacyclopentadecin-6-yl)carbamate

HRID 1852127
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HRID 1852127 반응식
[OH:1][C@H:2]1[CH2:42][N:5]2[C:6](=[O:41])[C@@H:7]([NH:33][C:34](=[O:40])[O:35][C:36]([CH3:39])([CH3:38])[CH3:37])[C@H:8]([CH3:32])[CH2:9][CH:10]([CH3:31])[CH2:11][CH2:12][CH:13]=[CH:14][C@@H:15]3[CH2:20][C@@:16]3([C:21](=[O:30])[NH:22][S:23]([C:26]3([CH3:29])[CH2:28][CH2:27]3)(=[O:25])=[O:24])[NH:17][C:18](=[O:19])[C@@H:4]2[CH2:3]1.Cl[C:44]1[C:53]2[C:48](=[CH:49][C:50]([O:54][CH3:55])=[CH:51][CH:52]=2)[CH:47]=[C:46]([N:56]([CH3:58])[CH3:57])[N:45]=1.CC(C)([O-])C.[K+]>CS(C)=O>[CH3:57][N:56]([CH3:58])[C:46]1[N:45]=[C:44]([O:1][C@H:2]2[CH2:42][N:5]3[C:6](=[O:41])[C@@H:7]([NH:33][C:34](=[O:40])[O:35][C:36]([CH3:39])([CH3:38])[CH3:37])[C@H:8]([CH3:32])[CH2:9][CH:10]([CH3:31])[CH2:11][CH2:12][CH:13]=[CH:14][C@@H:15]4[CH2:20][C@@:16]4([C:21](=[O:30])[NH:22][S:23]([C:26]4([CH3:29])[CH2:28][CH2:27]4)(=[O:24])=[O:25])[NH:17][C:18](=[O:19])[C@@H:4]3[CH2:3]2)[C:53]2[C:48]([CH:47]=1)=[CH:49][C:50]([O:54][CH3:55])=[CH:51][CH:52]=2
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참가 물질

5

반응물 3

HCID 23665647Potassium tert-butoxideHCID 594234521-chloro-6-methoxy-N,N-dimethylisoquinolin-3-amineHCID 71004914tert-butyl ((2R,6S,7R,13aS,14aR,16aS,Z)-2-hydroxy-7,9-dimethyl-14a-(((1-methylcyclopropyl)sulfonyl)carbamoyl)-5,16-dioxo-1,2,3,5,6,7,8,9,10,11,13a,14,14a,15,16,16a-hexadecahydrocyclopropa[e]pyrrolo[1,2-a][1,4]diazacyclopentadecin-6-yl)carbamate

생성물 1

HCID 86683201
tert-butyl ((2R,6S,7R,13aS,14aR,16aS,Z)-2-((3-(dimethylamino)-6-methoxyisoquinolin-1-yl)oxy)-7,9-dimethyl-14a-(((1-methylcyclopropyl)sulfonyl)carbamoyl)-5,16-dioxo-1,2,3,5,6,7,8,9,10,11,13a,14,14a,15,16,16a-hexadecahydrocyclopropa[e]pyrrolo[1,2-a][1,4]diazacyclopentadecin-6-yl)carbamate

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

실험 절차

To a mixture of tert-butyl ((2R,6S,7R,13aS,14aR,16aS,Z)-2-hydroxy-7,9-dimethyl-14a-(((1-methylcyclopropyl)sulfonyl)carbamoyl)-5,16-dioxo-1,2,3,5,6,7,8,9,10,11,13a,14,14a,15,16,16a-hexadecahydrocyclopropa[e]pyrrolo[1,2-a][1,4]diazacyclopentadecin-6-yl)carbamate (150 mg, 0.246 mmol),1-chloro-6-methoxy-N,N-dimethylisoquinolin-3-amine (69.8 mg, 0.295 mmol), and potassium tert-butoxide (138 mg, 1.228 mmol) was added DMSO (5 mL) and then the mixture was sonicated for 15 min. The resulting solution was stirred for 4 h at room temperature. The reaction was quenched with water, acidified with 6 N HCl to pH=4, and extracted with EtOAc. The organic layer was collected, washed with brine, dried over MgSO4, filtered, and concentrated to give the crude tert-butyl ((2R,6S,7R,13aS,14aR,16aS,Z)-2-((3-(dimethylamino)-6-methoxyisoquinolin-1-yl)oxy)-7,9-dimethyl-14a-(((1-methylcyclopropyl)sulfonyl)carbamoyl)-5,16-dioxo-1,2,3,5,6,7,8,9,10,11,13a,14,14a,15,16,16a-hexadecahydrocyclopropa[e]pyrrolo[1,2-a][1,4]diazacyclopentadecin-6-yl)carbamate that was used in the next step as is. MS: MS m/z 811.6 (M++1).

후처리

  1. customthe mixture was sonicated for 15 min
  2. customThe reaction was quenched with water
  3. extractionextracted with EtOAc
  4. customThe organic layer was collected
  5. washwashed with brine
  6. dry with materialdried over MgSO4
  7. filtrationfiltered
  8. concentrationconcentrated

출처 및 근거

ORD 기록
ord-1589d6fbbd4346e9aee70d6081347939
출처 데이터셋
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08957203B2

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