Ethyl Acetate → Tert-butyl (2-((4-iodobenzyl)amino)-2-oxoethyl)carbamate

HRID 2284792노트

반응식

HRID 2284792 반응식
[C:1]([NH:8][CH2:9][C:10]([OH:12])=O)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].Cl.[I:14][C:15]1[CH:22]=[CH:21][C:18]([CH2:19][NH2:20])=[CH:17][CH:16]=1.C(=O)([O-])O.[Na+].C(OCC)(=O)C>O1CCCC1.CN1CCOCC1.ClC(OCC(C)C)=O>[I:14][C:15]1[CH:22]=[CH:21][C:18]([CH2:19][NH:20][C:10](=[O:12])[CH2:9][NH:8][C:1](=[O:2])[O:3][C:4]([CH3:5])([CH3:6])[CH3:7])=[CH:17][CH:16]=1

참가 물질

8

반응물 4

HCID 8857Ethyl AcetateHCID 78288N-(tert-butoxycarbonyl)glycineHCID 516892Sodium BicarbonateHCID 16217505(4-Iodophenyl)methanamine hydrochloride

생성물 1

HCID 90052505Tert-butyl (2-((4-iodobenzyl)amino)-2-oxoethyl)carbamate수율 118.8%

시약·촉매·용매 3

HCID 79724-Methylmorpholine용매HCID 8028Tetrahydrofuran용매HCID 62365Isobutyl chloroformate용매

실험 절차

To a solution of N-Boc-glycine (325 mg) in tetrahydrofuran (3 mL), N-methylmorpholine (1.0 mL) and isobutyl chloroformate (244 μL) were added under ice cooling, and the mixture was stirred at the same temperature for 30 minutes. To the reaction mixture, 4-iodobenzylamine hydrochloride (250 mg) was added under ice cooling, and the mixture was stirred at the same temperature for 1 hour and 30 minutes. To the reaction mixture, saturated aqueous sodium hydrogencarbonate and ethyl acetate were added. The organic layer was separated, and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure to obtain tert-butyl (2-((4-iodobenzyl)amino)-2-oxoethyl)carbamate (R4, 430 mg).

후처리

  1. stirringthe mixture was stirred at the same temperature for 1 hour and 30 minutes
  2. customThe organic layer was separated
  3. dry with materialdried over anhydrous sodium sulfate
  4. customthe solvent was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-a576e91110cf4bc78969bea3e83c59ae
출처 데이터셋
uspto-grants-2015_09
특허 번호
US09145415B2

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