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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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Allyl bromide → ((6R,7S)-9-allyl-2-fluoro-6-methyl-8-oxo-6,7,8,9-tetrahydro-5-oxa-9-aza-benzocyclohepten-7-yl)-carbamic acid tert-butyl ester

HRID 1348608
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인쇄 미리보기

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HRID 1348608 반응식
[H-].[Na+].[C:3]([O:7][C:8](=[O:24])[NH:9][C@@H:10]1[C:16](=[O:17])[NH:15][C:14]2[CH:18]=[C:19]([F:22])[CH:20]=[CH:21][C:13]=2[O:12][C@@H:11]1[CH3:23])([CH3:6])([CH3:5])[CH3:4].[CH2:25](Br)[CH:26]=[CH2:27]>CN(C)C=O>[C:3]([O:7][C:8](=[O:24])[NH:9][C@@H:10]1[C:16](=[O:17])[N:15]([CH2:27][CH:26]=[CH2:25])[C:14]2[CH:18]=[C:19]([F:22])[CH:20]=[CH:21][C:13]=2[O:12][C@@H:11]1[CH3:23])([CH3:6])([CH3:4])[CH3:5]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 7841Allyl bromideHCID 24758Sodium hydrideHCID 67076781tert-Butyl ((2R,3S)-7-fluoro-2-methyl-4-oxo-2,3,4,5-tetrahydrobenzo[b][1,4]oxazepin-3-yl)carbamate

생성물 1

HCID 67076945((6R,7S)-9-allyl-2-fluoro-6-methyl-8-oxo-6,7,8,9-tetrahydro-5-oxa-9-aza-benzocyclohepten-7-yl)-carbamic acid tert-butyl ester수율 99.3%

시약·촉매·용매 1

HCID 6228
Dimethylformamide
용매
2회

실험 절차

To a suspension of 0.28 g (6.44 mmol) sodium hydride in 40 ml dimethylformamide were added at 0° C. 2.0 g (6.44 mmol) ((6R,7S)-2-fluoro-6-methyl-8-oxo-6,7,8,9-tetrahydro-5-oxa-9-aza-benzocyclohepten-7-yl)-carbamic acid tert-butyl ester in 20 ml dimethylformamide. After 30 minutes 0.55 ml (6.44 mmol) allyl bromide was added. Stirring was continued for 3 hours. Extraction with ethylacetate/water and chromatography on silicagel with heptane to ethylacetate/heptane 1:1 yielded 2.24 g (99%) ((6R,7S)-9-allyl-2-fluoro-6-methyl-8-oxo-6,7,8,9-tetrahydro-5-oxa-9-aza-benzocyclohepten-7-yl)-carbamic acid tert-butyl ester, MS m/e (%): 351.2 (M+H+, 80), 295.3 (100), 251.1 (82).

후처리

  1. additionwere added at 0° C
  2. extractionExtraction with ethylacetate/water and chromatography on silicagel with heptane to ethylacetate/heptane 1:1

출처 및 근거

ORD 기록
ord-2f97cf609b7b4794bfc46773e9f747be
출처 데이터셋
uspto-grants-2007_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07211573B2

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