1-[(Benzyloxy)carbonyl]-5-oxo-L-prolyl-L-leucyl-D-prolinamide → 5-Oxo-L-prolyl-L-leucyl-D-prolinamide

HRID 851715ノート

反応式

HRID 851715 の反応式
[N:1]1(C(OCC2C=CC=CC=2)=O)[C:5](=[O:6])[CH2:4][CH2:3][C@H:2]1[C:7]([NH:9][C@H:10]([C:15]([N:17]1[CH2:24][CH2:23][CH2:22][C@@H:18]1[C:19]([NH2:21])=[O:20])=[O:16])[CH2:11][CH:12]([CH3:14])[CH3:13])=[O:8].[H][H]>CO.[Pd]>[NH:1]1[C:5](=[O:6])[CH2:4][CH2:3][C@H:2]1[C:7]([NH:9][C@H:10]([C:15]([N:17]1[CH2:24][CH2:23][CH2:22][C@@H:18]1[C:19]([NH2:21])=[O:20])=[O:16])[CH2:11][CH:12]([CH3:14])[CH3:13])=[O:8]

参加物

5

反応物 2

HCID 541541671-[(Benzyloxy)carbonyl]-5-oxo-L-prolyl-L-leucyl-D-prolinamideHCID 178418361HCID 178418361、化合物

生成物 1

HCID 133125025-Oxo-L-prolyl-L-leucyl-D-prolinamide収率 79.1%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

1.5 g (3.25 mmoles) of Z-Glp-Leu-D-Pro-NH2 are dissolved in 70 ml of methanol, 0.3 g of a 10% palladium-on-carbon catalyst are added to the solution, and hydrogen is bubbled through the mixture for one hour. The catalyst is filtered off, the filtrate is evaporated, and the amorphous residue is triturated with ether. The resulting 0.94 g of crude product are dissolved in water, the solution is decolourized, filtered, and the clear filtrate is freeze-dried. 0.87 g (79%) of Glp-Leu-D-Pro-NH2 are obtained; Rf5 =0.47, [α]D25 =+8.4° (c=1%, in acetic acid).

後処理

  1. customis bubbled through the mixture for one hour
  2. filtrationThe catalyst is filtered off
  3. customthe filtrate is evaporated
  4. customthe amorphous residue is triturated with ether
  5. dissolutionThe resulting 0.94 g of crude product are dissolved in water
  6. filtrationfiltered
  7. customthe clear filtrate is freeze-dried

出典と根拠

ORDレコード
ord-b21af25b3bb24e95bd2e5cb8268b6da7
出典データセット
uspto-grants-1983_05
特許番号
US04386073

反応ノート

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