Methyl chloroformate → (S)-2-ethoxy-3-(4-[2-{4-(methoxycarbonylamino)phenyl}ethoxy]phenyl)propanoic acid ethyl ester

HRID 987278ノート

反応式

HRID 987278 の反応式
Cl.[CH2:2]([O:4][C:5](=[O:27])[C@@H:6]([O:24][CH2:25][CH3:26])[CH2:7][C:8]1[CH:13]=[CH:12][C:11]([O:14][CH2:15][CH2:16][C:17]2[CH:22]=[CH:21][C:20]([NH2:23])=[CH:19][CH:18]=2)=[CH:10][CH:9]=1)[CH3:3].Cl[C:29]([O:31][CH3:32])=[O:30]>O1CCCC1>[CH2:2]([O:4][C:5](=[O:27])[C@@H:6]([O:24][CH2:25][CH3:26])[CH2:7][C:8]1[CH:13]=[CH:12][C:11]([O:14][CH2:15][CH2:16][C:17]2[CH:18]=[CH:19][C:20]([NH:23][C:29]([O:31][CH3:32])=[O:30])=[CH:21][CH:22]=2)=[CH:10][CH:9]=1)[CH3:3]

参加物

4

反応物 2

HCID 6586Methyl chloroformateHCID 86595066HCID 86595066、化合物

生成物 1

HCID 53794173(S)-2-ethoxy-3-(4-[2-{4-(methoxycarbonylamino)phenyl}ethoxy]phenyl)propanoic acid ethyl ester収率 90.3%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

3-{4-[2-(4-Aminophenyl)ethoxy]phenyl}-(S)-2-ethoxypropanoic acid ethyl ester hydro chloride (0.55 g; 1.4 mmole) was dissolved in tetrahydrofuran (5 ml) and methyl chloroformate (0.534 g; 5.68 mmole) was added slowly. The reaction mixture was continuously checked with HPLC and after 6 days was all the starting material consumed. Water was added to the mixture, tetrahydrofuran was evaporated and the residue extracted three times with ethyl acetate. The organic phase was dried with magnesium sulfate and evaporated and 0.525 g (90.2%) of (S)-2-ethoxy-3-(4-[2-{4-(methoxycarbonylamino)phenyl}ethoxy]phenyl)propanoic acid ethyl ester was obtained.

後処理

  1. customconsumed
  2. additionWater was added to the mixture, tetrahydrofuran
  3. customwas evaporated
  4. extractionthe residue extracted three times with ethyl acetate
  5. dry with materialThe organic phase was dried with magnesium sulfate
  6. customevaporated

出典と根拠

ORDレコード
ord-be1bb914f58f4bcc86fdb92bc7b53561
出典データセット
uspto-grants-2003_10
特許番号
US06630600B1

反応ノート

読み込み中…