N-benzyloxycarbonyl-beta-benzyl-L-aspartyl-D-valine (R)-alpha-methoxymethylbenzylamide → alpha-L-aspartyl-D-valine (R)-alpha-methoxymethylbenzylamide

HRID 774

反応式

HRID 774 の反応式
[CH3:1][O:2][CH2:3][C@H:4]([NH:11][C:12](=[O:43])[C@@H:13]([CH:40]([CH3:42])[CH3:41])[NH:14][C:15](=[O:39])[C@H:16]([CH:28](CC1C=CC=CC=1)[C:29](=[O:31])[OH:30])[NH:17]C(OCC1C=CC=CC=1)=O)[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1>CO.O.[Pd].[C]>[CH3:1][O:2][CH2:3][C@H:4]([NH:11][C:12](=[O:43])[C@@H:13]([CH:40]([CH3:41])[CH3:42])[NH:14][C:15](=[O:39])[C@H:16]([CH2:28][C:29](=[O:30])[OH:31])[NH2:17])[C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][CH:10]=1

参加物

5

反応物 1

HCID 53886295N-benzyloxycarbonyl-beta-benzyl-L-aspartyl-D-valine (R)-alpha-methoxymethylbenzylamide

生成物 1

HCID 11793217alpha-L-aspartyl-D-valine (R)-alpha-methoxymethylbenzylamide収率 70.1%

試薬・触媒・溶媒 3

HCID 178418390HCID 178418390、化合物触媒HCID 887Methanol溶媒HCID 962Water溶媒

反応条件

温度
40 °C

実験手順

To a suspension of 6.20 g (10.5 mmols) of N-benzyloxycarbonyl-β-benzyl-L-aspartyl-D-valine (R)-α-methoxymethylbenzylamide in 200 ml of methanol and 50 ml of water was added 1.50 g of 10% Pd-carbon (water content 50%). The mixture was reduced under hydrogen under heat at 40° C. The catalyst was removed by filtration, and the resulting filtrate was concentrated under reduced pressure to 15 ml. The crystal thus precipitated was removed by filtration and dried to obtain 2.69 g (7.36 mmols, 70.0% ) of α-L-aspartyl-D-valine (R)-α-methoxymethylbenzylamide.

後処理

  1. customThe catalyst was removed by filtration
  2. concentrationthe resulting filtrate was concentrated under reduced pressure to 15 ml
  3. customThe crystal thus precipitated
  4. customwas removed by filtration
  5. customdried

出典と根拠

ORDレコード
ord-1b033c485fa54b2cb55a6e97a581a99c
出典データセット
uspto-grants-1998_03
特許番号
US05723165

関連ノート

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