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Trifluoroacetic acid → (+/-)-{3-Chloro-6-[(4-fluoro-benzenesulfonyl)-methyl-amino]-5,6,7,8-tetrahydro-2,4b-diaza-fluoren-9-yl}-acetic acid methyl ester

HRID 1619490
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인쇄 미리보기

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HRID 1619490 반응식
[CH3:1][O:2][C:3](=[O:32])[C:4]([C:6]1[C:18]2[CH:17]=[N:16][C:15]([Cl:19])=[CH:14][C:13]=2[N:12]2[C:7]=1[CH2:8][CH2:9][CH:10]([N:20]([S:22]([C:25]1[CH:30]=[CH:29][C:28]([F:31])=[CH:27][CH:26]=1)(=[O:24])=[O:23])[CH3:21])[CH2:11]2)=O.C(O)(C(F)(F)F)=O.[SiH](CC)(CC)CC>C(Cl)Cl>[CH3:1][O:2][C:3](=[O:32])[CH2:4][C:6]1[C:18]2[CH:17]=[N:16][C:15]([Cl:19])=[CH:14][C:13]=2[N:12]2[C:7]=1[CH2:8][CH2:9][CH:10]([N:20]([S:22]([C:25]1[CH:26]=[CH:27][C:28]([F:31])=[CH:29][CH:30]=1)(=[O:24])=[O:23])[CH3:21])[CH2:11]2
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참가 물질

5

반응물 3

HCID 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 59471439(+/-)-{3-Chloro-6-[(4-fluoro-benzenesulfonyl)-methyl-amino]-5,6,7,8-tetrahydro-2,4b-diaza-fluoren-9-yl}-oxo-acetic acid methyl ester

생성물 1

HCID 59471421(+/-)-{3-Chloro-6-[(4-fluoro-benzenesulfonyl)-methyl-amino]-5,6,7,8-tetrahydro-2,4b-diaza-fluoren-9-yl}-acetic acid methyl ester수율 85.8%

시약·촉매·용매 1

HCID 6344
Dichloromethane
용매

실험 절차

To a solution of (±)-{3-chloro-6-[(4-fluoro-benzenesulfonyl)-methyl-amino]-5,6,7,8-tetrahydro-2,4b-diaza-fluoren-9-yl}-oxo-acetic acid methyl ester (0.006 g) in 0.2 mL of CH2Cl2 were added 0.2 mL of TFA and 0.2 mL of Et3SiH. The reaction mixture was stirred overnight at r.t. and concentrated under vacuum. The residue was purified by silica gel chromatography eluted with 50% EtOAc/hexane to give 0.005 g desired product as a white solid. MS (ESI): 466.1. (M+1).

후처리

  1. concentrationconcentrated under vacuum
  2. customThe residue was purified by silica gel chromatography
  3. washeluted with 50% EtOAc/hexane

출처 및 근거

ORD 기록
ord-35b9a9aecd7b4b8e95d8c0586cb1dd95
출처 데이터셋
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08772312B2

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