4-Methylmorpholine → 2-(4-methoxybenzylthio)-pentanoyl-(L)-homophenylalanyl-(L)-phenylalanine N-methyl amide

HRID 276116

반응식

HRID 276116 반응식
FC(F)(F)C(O)=O.[CH3:8][NH:9][C:10](=[O:20])[C@H:11]([CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[NH2:12].CN1CCOCC1.[CH3:28][O:29][C:30]1[CH:56]=[CH:55][C:33]([CH2:34][S:35][CH:36]([CH2:52][CH2:53][CH3:54])[C:37]([NH:39][C@H:40]([C:49](O)=[O:50])[CH2:41][CH2:42][C:43]2[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=2)=[O:38])=[CH:32][CH:31]=1.Cl.CN(C)CCCN=C=NCC.OC1C2N=NNC=2C=CC=1>ClCCl.CO.ClCCl>[CH3:8][NH:9][C:10](=[O:20])[C@H:11]([CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[NH:12][C:49](=[O:50])[C@H:40]([CH2:41][CH2:42][C:43]1[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=1)[NH:39][C:37](=[O:38])[CH:36]([S:35][CH2:34][C:33]1[CH:32]=[CH:31][C:30]([O:29][CH3:28])=[CH:56][CH:55]=1)[CH2:52][CH2:53][CH3:54]

참가 물질

8

반응물 5

HCID 79724-MethylmorpholineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 229508272-(4-methoxybenzylthio)-pentanoyl-(L)-homophenylalanineHCID 22950835(l)-Phenylalanine n-methyl amide trifluoroacetic acid saltHCID 178418300HCID 178418300, 화합물

생성물 1

HCID 867578252-(4-methoxybenzylthio)-pentanoyl-(L)-homophenylalanyl-(L)-phenylalanine N-methyl amide

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 21226129Dichloromethane methanol용매

실험 절차

Combine (L)-phenylalanine N-methyl amide trifluoroacetic acid salt (0.22 g, 0.75 mmol) and N-methylmorpholine (0.09 mL, 0.83 mmol) in dichloromethane (5 mL). After 15 minutes, add 2-(4-methoxybenzylthio)-pentanoyl-(L)-homophenylalanine (0.18 g, 0.45 mmol) and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (0.086 g, 0.45 mmol) and hydroxybenzotriazole (0.060 g, 0.45 mmol). After 18 hours, partition the reaction mixture between ethyl acetate and an aqueous 5% sulfuric acid solution. Separate the layers, extract the organic layer with a saturated sodium bicarbonate solution and then brine. Dry over Na2SO4, filter, and evaporate in vacuo to give a residue. Chromatograph the residue on silica gel eluting with 4% methanol/dichloromethane to give the title compound.

후처리

  1. waitAfter 18 hours
  2. custompartition the reaction mixture between ethyl acetate
  3. customSeparate the layers
  4. extractionextract the organic layer with a saturated sodium bicarbonate solution
  5. dry with materialDry over Na2SO4
  6. filtrationfilter
  7. customevaporate in vacuo
  8. customto give a residue

출처 및 근거

ORD 기록
ord-a377d96acc2640bca5fffce9b53ff5dc
출처 데이터셋
uspto-grants-2002_03
특허 번호
US06352976B1

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