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

HRID 851732ノート

反応式

HRID 851732 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 541541661-[(Benzyloxy)carbonyl]-5-oxo-D-prolyl-L-leucyl-L-prolinamideHCID 178418361HCID 178418361、化合物

生成物 1

HCID 133125035-Oxo-D-prolyl-L-leucyl-L-prolinamide収率 90.5%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

4.48 g (9.5 mmoles) of Z-D-Glp-Leu-Pro-NH2 are dissolved in 200 ml of methanol, 0.9 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 3.07 g of crude product are dissolved in water, the solution is decolourized, filtered, and the clear filtrate is freeze-dried. 2.90 g (90.5%) of D-Glp-Leu-Pro-NH2 are obtained; Rf5 =0.40, [α]D25 =-23.6° (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 3.07 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-b36dae216ad14944bbc9132bd1409864
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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