홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

1-Chloro-4-(chloromethyl)benzene → [(6R,7S)-9-(4-chloro-benzyl)-6-methyl-8-oxo-6,7,8,9-tetrahydro-5-oxa-9-aza-benzocyclohepten-7-yl]-carbamic acid tert-butyl ester

HRID 1348599
노트
인쇄 미리보기

반응식

HRID 1348599 반응식
[C:1]([O:5][C:6](=[O:21])[NH:7][C@@H:8]1[C:14](=[O:15])[NH:13][C:12]2[CH:16]=[CH:17][CH:18]=[CH:19][C:11]=2[O:10][C@@H:9]1[CH3:20])([CH3:4])([CH3:3])[CH3:2].[H-].[Na+].[Cl:24][C:25]1[CH:32]=[CH:31][C:28]([CH2:29]Cl)=[CH:27][CH:26]=1>CN(C)C=O>[C:1]([O:5][C:6](=[O:21])[NH:7][C@@H:8]1[C:14](=[O:15])[N:13]([CH2:29][C:28]2[CH:31]=[CH:32][C:25]([Cl:24])=[CH:26][CH:27]=2)[C:12]2[CH:16]=[CH:17][CH:18]=[CH:19][C:11]=2[O:10][C@@H:9]1[CH3:20])([CH3:4])([CH3:2])[CH3:3]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 77231-Chloro-4-(chloromethyl)benzeneHCID 24758Sodium hydrideHCID 54137235((6R,7S)-6-methyl-8-oxo-6,7,8,9-tetrahydro-5-oxa-9-aza-benzocyclohepten-7-yl)-carbamic acid tert-butyl ester

생성물 1

HCID 67076947[(6R,7S)-9-(4-chloro-benzyl)-6-methyl-8-oxo-6,7,8,9-tetrahydro-5-oxa-9-aza-benzocyclohepten-7-yl]-carbamic acid tert-butyl ester수율 84%

시약·촉매·용매 1

HCID 6228
Dimethylformamide
용매
2회

실험 절차

A solution of 0.10 g (342 mmol) ((6R,7S)-6-methyl-8-oxo-6,7,8,9-tetrahydro-5-oxa-9-aza-benzocyclohepten-7-yl)-carbamic acid tert-butyl ester in 1 ml dimethylformamide was added at 0° C. over a period of 20 minutes to a suspension of 0.015 g (342 mmol) sodiumhydride (55%) in 2 ml dimethylformamide. After 30 minutes 0.056 g (342 mmol) 4-chlorobenzylchloride was added and stirring was continued for 3 hours at 0° C. Extraction with water/ethylacetate and chromatography on silicagel with ethylacetate/heptane yielded 0.12 g (84%) [(6R,7S)-9-(4-chloro-benzyl)-6-methyl-8-oxo-6,7,8,9-tetrahydro-5-oxa-9-aza-benzocyclohepten-7-yl]-carbamic acid tert-butyl ester as white solid, MS m/e (%): 417.2 (M+H+, 69), 361.2 (100), 317.1 (91).

후처리

  1. extractionExtraction with water/ethylacetate and chromatography on silicagel with ethylacetate/heptane

출처 및 근거

ORD 기록
ord-115dc9a3eff349d694180e9cf3b353ba
출처 데이터셋
uspto-grants-2007_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07211573B2

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트