Benzyl O-(O-benzyl-N-benzyloxycarbonyl-L-serinyl)-N-trifluoroacetyl-L-serinate → O-(L-serinyl)-N-trifluoroacetyl-L-serine

HRID 2165227ノート

反応式

HRID 2165227 の反応式
C([O:8][CH2:9][C@@H:10]([C:22]([O:24][CH2:25][C@@H:26]([C:34]([O:36]CC1C=CC=CC=1)=[O:35])[NH:27][C:28](=[O:33])[C:29]([F:32])([F:31])[F:30])=[O:23])[NH:11]C(OCC1C=CC=CC=1)=O)C1C=CC=CC=1>[Pd].C(O)(=O)C>[NH2:11][C@H:10]([C:22]([O:24][CH2:25][C@@H:26]([C:34]([OH:36])=[O:35])[NH:27][C:28](=[O:33])[C:29]([F:32])([F:31])[F:30])=[O:23])[CH2:9][OH:8]

参加物

4

反応物 1

HCID 18639970Benzyl O-(O-benzyl-N-benzyloxycarbonyl-L-serinyl)-N-trifluoroacetyl-L-serinate

生成物 1

HCID 18640004O-(L-serinyl)-N-trifluoroacetyl-L-serine

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 176Acetic Acid溶媒

実験手順

A mixture of benzyl O-(O-benzyl-N-benzyloxycarbonyl-L-serinyl)-N-trifluoroacetyl-L-serinate (1 g) and 10% palladium on activated carbon (1 g) in acetic acid (30 ml) was hydrogenated under hydrogen at 40 psi at room temperature for 6 hours. The reaction mixture was filtered with Celite (filter aid, trade mark, made by Nakarai Chemicals) and the filtrate was concentrated in vacuo and the residue was diluted with water (50 ml) and lyophylized to give O-(L-serinyl)-N-trifluoroacetyl-L-serine (430 ml).

後処理

  1. filtrationThe reaction mixture was filtered with Celite (filter aid, trade mark, made by Nakarai Chemicals)
  2. concentrationthe filtrate was concentrated in vacuo
  3. additionthe residue was diluted with water (50 ml)

出典と根拠

ORDレコード
ord-d644a460fa7b466aabd2d7754067c494
出典データセット
uspto-grants-1990_07
特許番号
US04939241

反応ノート

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