Ethanol → (S)-isoserine ethyl ester hydrochloride

HRID 1587981ノート

反応式

HRID 1587981 の反応式
S(Cl)([Cl:3])=O.COC1C=CC(COC([NH:15][CH2:16][C@@H:17]([C:19]([OH:21])=[O:20])[OH:18])=O)=CC=1.[CH2:24](O)[CH3:25]>>[ClH:3].[CH2:24]([O:21][C:19](=[O:20])[C@@H:17]([OH:18])[CH2:16][NH2:15])[CH3:25]

参加物

4

反応物 3

HCID 702EthanolHCID 24386Thionyl ChlorideHCID 127738164-methoxybenzyloxycarbonyl-(S)-isoserine

生成物 1

HCID 86746976(S)-isoserine ethyl ester hydrochloride

実験手順

At 0°-5°, add thionyl chloride (2.80 ml) dropwise to N-(4-methoxybenzyloxycarbonyl)-(S)-isoserine (5.0 g) in absolute ethanol (100 ml). Heat the mixture under reflux for 1 hour and stir for 20 hours at room temperature. Concentrate the reaction mixture in vacuo and pour the reaction mixture into diethyl ether (300 ml), and filter the solid. Wash the solid with diethyl ether and dry in vacuo to give the title compound, an amber oil, [α]D26 =-19.8° (MeOH).

後処理

  1. temperatureHeat the mixture
  2. temperatureunder reflux for 1 hour
  3. concentrationConcentrate the reaction mixture in vacuo
  4. additionpour the reaction mixture into diethyl ether (300 ml)
  5. filtrationfilter the solid
  6. washWash the solid with diethyl ether
  7. customdry in vacuo

出典と根拠

ORDレコード
ord-61d0b6dc72a04ba68549abe8b776d6d3
出典データセット
uspto-grants-1993_06
特許番号
US05219886

反応ノート

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