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Dimethylformamide → [4-(4-Fluoro-benzyloxy)-benzenesulfonylamino]-acetic acid tert-butyl ester

HRID 2269320
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HRID 2269320 반응식
Cl.[C:2]([O:6][C:7](=[O:10])[CH2:8][NH2:9])([CH3:5])([CH3:4])[CH3:3].CN(C=O)C.C(N(CC)CC)C.[F:23][C:24]1[CH:41]=[CH:40][C:27]([CH2:28][O:29][C:30]2[CH:35]=[CH:34][C:33]([S:36](Cl)(=[O:38])=[O:37])=[CH:32][CH:31]=2)=[CH:26][CH:25]=1>C(OCC)(=O)C>[C:2]([O:6][C:7](=[O:10])[CH2:8][NH:9][S:36]([C:33]1[CH:34]=[CH:35][C:30]([O:29][CH2:28][C:27]2[CH:40]=[CH:41][C:24]([F:23])=[CH:25][CH:26]=2)=[CH:31][CH:32]=1)(=[O:37])=[O:38])([CH3:5])([CH3:4])[CH3:3]
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참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 8471TriethylamineHCID 2725036Glycine tert-butyl ester hydrochlorideHCID 181794244-[(4-Fluorophenyl)methoxy]benzene-1-sulfonyl chloride

생성물 1

HCID 54478351[4-(4-Fluoro-benzyloxy)-benzenesulfonylamino]-acetic acid tert-butyl ester

시약·촉매·용매 1

HCID 8857
Ethyl Acetate
용매

실험 절차

To a mixture of glycine tert butyl ester hydrochloride salt (5.9 g, 18 mmol) and DMF (20 mL) at 0° C. was added triethylamine (6.5 mL, 45 mmol) and 4-(4-fluoro-benzyloxy)-benzenesulfonyl chloride. After stirring for 1 h, the mixture was warmed to room temperature and stirred for an additional hour. The mixture was diluted with ethyl acetate, washed with 1M HCl, saturated aqueous NaHCO3 and brine, dried over Na2SO4, filtered and concentrated in vacuo. Trituration of the residue with ether-hexane afforded 10.8 g of [4-(4-fluoro-benzyloxy)-benzenesulfonylamino]-acetic acid tert-butyl ester as colorless crystals.

후처리

  1. stirringstirred for an additional hour
  2. washwashed with 1M HCl, saturated aqueous NaHCO3 and brine
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-20a77ce96df14d72b383ffd02d16dfb1
출처 데이터셋
uspto-grants-2001_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06329397B1

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