Potassium Carbonate → N-[1(S)-Ethoxycarbonyl-3-phenylpropyl]-L-alanine

HRID 345186

反応式

HRID 345186 の反応式
[CH2:1]([NH:3][C@H:4]([C:13]([OH:15])=[O:14])[CH2:5][CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[CH3:2].[C:16]1(C)C(S(O[C@H](C)C(OCC2C=CC=CC=2)=O)(=O)=O)=CC=C[CH:21]=1.[C:39](=[O:42])([O-])[O-:40].[K+].[K+]>C(#N)C>[CH2:16]([O:14][C:13]([C@@H:4]([NH:3][C@H:1]([C:39]([OH:40])=[O:42])[CH3:2])[CH2:5][CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)=[O:15])[CH3:21]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 18647272(2S)-2-(ethylamino)-4-phenylbutanoic acidHCID 86745135benzyl (R)-alpha-toluenesulfonyloxypropionate

生成物 1

HCID 5702571N-[1(S)-Ethoxycarbonyl-3-phenylpropyl]-L-alanine

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

Ethyl (S)-homophenylalanine (I') and benzyl (R)-α-toluenesulfonyloxypropionate (II') in the presence or absence of potassium carbonate were added to acetonitrile (15 ml, bp 82° C.), and refluxed for a predetermined time, while stirring. After completing the reaction, the mixture was concentrated under reduced pressure and water (10 ml) was added to the oily residue. Then the mixture was extracted with toluene (10 ml). The organic layer was concentrated under reduced pressure to remove toluene. The oily residue was subjected to silica gel column chromatography to give the compound N-[(lS)-1-ethoxycarbonyl-3-phenylpropyl]-L-alanine. The reaction conditions are shown in Table 3.

後処理

  1. temperaturerefluxed for a predetermined time
  2. customthe reaction
  3. concentrationthe mixture was concentrated under reduced pressure and water (10 ml)
  4. additionwas added to the oily residue
  5. extractionThen the mixture was extracted with toluene (10 ml)
  6. concentrationThe organic layer was concentrated under reduced pressure
  7. customto remove toluene

出典と根拠

ORDレコード
ord-a514b0037b054f80bd8b3b0a39c51b65
出典データセット
uspto-grants-1991_10
特許番号
US05055588

関連ノート

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