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

HRID 1596604ノート

反応式

HRID 1596604 の反応式
[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]

参加物

4

反応物 3

HCID 887Methanol2 回HCID 24386Thionyl ChlorideHCID 542162412(S)-amino-3(R)-(4-iodophenyl)-butyric acid

生成物 1

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

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-64c0aafae0dc4312a4fc7df6d0a34bf1
出典データセット
uspto-grants-2001_09
特許番号
US06291511B1

反応ノート

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