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Thionyl Chloride → 3-(2-Chloro-1-ethoxycarbonyl-ethylcarbamoyl)-1-ethoxycarbonyl-propyl-ammonium chloride

HRID 2088335
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반응식

HRID 2088335 반응식
[CH2:1]([O:3][C:4](=[O:20])[CH:5]([NH2:19])[CH2:6][CH2:7][C:8](=[O:18])[NH:9][CH:10]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH2:11]O)[CH3:2].S(Cl)([Cl:23])=O>ClCCl>[Cl-:23].[Cl:23][CH2:11][CH:10]([NH:9][C:8]([CH2:7][CH2:6][CH:5]([NH3+:19])[C:4]([O:3][CH2:1][CH3:2])=[O:20])=[O:18])[C:13]([O:15][CH2:16][CH3:17])=[O:14]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 24386Thionyl ChlorideHCID 725709632-Amino-4-(1-ethoxycarbonyl-2-hydroxy-ethylcarbamoyl)-butyric acid ethyl ester

생성물 1

HCID 866236773-(2-Chloro-1-ethoxycarbonyl-ethylcarbamoyl)-1-ethoxycarbonyl-propyl-ammonium chloride수율 84%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A solution of alcohol 5 (10 g, 35 mmol) in dichloromethane (350 ml) was treated with thionyl chloride (20 mL) and stirred at room temperature under nitrogen overnight. The solvent was removed on a rotary evaporator (bath temperature below 28° C.). Dichloromethane (100 ml) was added and stripped under the same conditions twice. The solid residue was triturated with DCM (100 mL), Heptane (100 mL), and MTBE (100 ml) to give 10 g (84% yield) of pure 6 (LCMS) as a off-white solid.

후처리

  1. customThe solvent was removed on a rotary evaporator (bath temperature below 28° C.)
  2. additionDichloromethane (100 ml) was added
  3. customThe solid residue was triturated with DCM (100 mL), Heptane (100 mL), and MTBE (100 ml)
  4. customto give 10 g (84% yield) of pure 6 (LCMS) as a off-white solid

출처 및 근거

ORD 기록
ord-f7e788e5d2674ba3900d40327732133a
출처 데이터셋
uspto-grants-2013_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08435956B2

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