Methanol → 2(S)-amino-3(R)-(4-iodophenyl)-butyric acid, methyl ester hydrochloride

HRID 1596604노트

반응식

HRID 1596604 반응식
[NH2:1][C@@H:2]([C@@H:6]([C:8]1[CH:13]=[CH:12][C:11]([I:14])=[CH:10][CH:9]=1)[CH3:7])[C:3]([OH:5])=[O:4].S(Cl)([Cl:17])=O.[CH3:19]O>>[ClH:17].[NH2:1][C@@H:2]([C@@H:6]([C:8]1[CH:9]=[CH:10][C:11]([I:14])=[CH:12][CH:13]=1)[CH3:7])[C:3]([O:5][CH3:19])=[O:4]

참가 물질

4

반응물 3

HCID 887Methanol2회HCID 24386Thionyl ChlorideHCID 542162412(S)-amino-3(R)-(4-iodophenyl)-butyric acid

생성물 1

HCID 867574002(S)-amino-3(R)-(4-iodophenyl)-butyric acid, methyl ester hydrochloride수율 82%

실험 절차

To an ice cooled solution of 2(S)-amino-3(R)-(4-iodophenyl)-butyric acid (124 mg, 0.42 mmol) in methanol (0.5 mL) was added dropwise thionyl chloride (150 μL, 2.0 mmol). Methanol (1 mL) was added and the reaction mixture was heated to reflux for 2 hr. After cooling, the mixture was filtered and the filtrate concentrated by rotoevaporation to yield 2(S)-amino-3(R)-(4-iodophenyl)-butyric acid, methyl ester hydrochloride (116 mg, 82% yield).

후처리

  1. temperaturethe reaction mixture was heated
  2. temperatureto reflux for 2 hr
  3. temperatureAfter cooling
  4. filtrationthe mixture was filtered
  5. concentrationthe filtrate concentrated by rotoevaporation

출처 및 근거

ORD 기록
ord-64c0aafae0dc4312a4fc7df6d0a34bf1
출처 데이터셋
uspto-grants-2001_09
특허 번호
US06291511B1

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