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Diethyl Ether → D-Cysteine Methyl Ester Hydrochloride

HRID 726526
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HRID 726526 반응식
[NH2:1][C@@H:2]([C:5]([OH:7])=[O:6])[CH2:3][SH:4].Cl.[C:9]([Cl:12])(C)=O.CCOCC>CO>[NH2:1][C@@H:2]([C:5]([O:7][CH3:9])=[O:6])[CH2:3][SH:4].[ClH:12]
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참가 물질

5

반응물 3

HCID 3283Diethyl EtherHCID 6367Acetyl chlorideHCID 147419D-Cysteine hydrochloride

생성물 1

HCID 637545D-Cysteine Methyl Ester Hydrochloride수율 80.7%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a cooled (0° C.) solution of H-D-Cys-OH.HCl (2.0 g, 0.013 mol) in 89.0 mL of MeOH was added 4.5 mL (0.063 mol) of AcCl. The resulting colorless solution was heated at reflux for 5 h, cooled, concentrated on a rotary evaporator, and then stripped down with Et2O until a white solid resulted. Additional Et2O (~100 mL) was added, the solid filtered, washed with Et2O, and excess solvent removed in vacuo to provide H-D-Cys-OMe.HCl as a white solid (1.80 g). The synthesized compound was identical (1H NMR) to commercially available H-Cys-OMe.HCl (Sigma).

후처리

  1. temperatureThe resulting colorless solution was heated
  2. temperatureat reflux for 5 h
  3. temperaturecooled
  4. concentrationconcentrated on a rotary evaporator
  5. customresulted
  6. filtrationthe solid filtered
  7. washwashed with Et2O, and excess solvent
  8. customremoved in vacuo

출처 및 근거

ORD 기록
ord-ac3c8aa02d834f11a14bd9d5ee07547a
출처 데이터셋
uspto-grants-1998_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05710129

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