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

HRID 1155082노트

반응식

HRID 1155082 반응식
[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]>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]

참가 물질

4

반응물 1

HCID 541541681-[(Benzyloxy)carbonyl]-5-oxo-L-prolyl-D-leucyl-L-prolinamide

생성물 1

HCID 133125015-Oxo-L-prolyl-D-leucyl-L-prolinamide수율 87%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

3.78 g (8 mmoles) of Z-Glp-D-Leu-Pro-NH2 are dissolved in 150 ml of methanol, 0.8 g of a 10% palladium-on-carbon catalyst are added, and hydrogen is bubbled through the mixture for one hour. The catalyst is filtered off, the filtrate is evaporated, and the residue is triturated with ether. The resulting 2.5 g of amorphous crude product are dissolved in water, the solution is decolourized, filtered, and the clear filtrate is freeze-dried. 2.35 g (87%) of Glp-D-Leu-Pro-NH2 are obtained; Rf4 =0.48, [α]D25 =-83.3° (c=1%, in acetic acid).

후처리

  1. customhydrogen is bubbled through the mixture for one hour
  2. filtrationThe catalyst is filtered off
  3. customthe filtrate is evaporated
  4. customthe residue is triturated with ether
  5. dissolutionThe resulting 2.5 g of amorphous crude product are dissolved in water
  6. filtrationfiltered
  7. customthe clear filtrate is freeze-dried

출처 및 근거

ORD 기록
ord-367cb3d03ed7428db64c68f6d4166856
출처 데이터셋
uspto-grants-1981_11
특허 번호
US04299821

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