Ethylmorpholine → 2-(S)-[2-(S)-Allyloxycarbonylamino-3-(4-carbamimidoyl-phenyl)-propionylamino]-pentanedioic acid 5-tert-butyl ester 1-methyl ester hydrochloride

HRID 1595141노트

반응식

HRID 1595141 반응식
[ClH:1].[CH2:2]([O:5][C:6]([NH:8][C@@H:9]([CH2:13][C:14]1[CH:19]=[CH:18][C:17]([C:20](=[NH:22])[NH2:21])=[CH:16][CH:15]=1)[C:10]([OH:12])=O)=[O:7])[CH:3]=[CH2:4].Cl.[CH3:24][O:25][C:26](=[O:38])[C@@H:27]([NH2:37])[CH2:28][CH2:29][C:30]([O:32][C:33]([CH3:36])([CH3:35])[CH3:34])=[O:31].[B-](F)(F)(F)F.CCOC(C(C#N)=NOC(N(C)C)=[N+](C)C)=O.C(N1CCOCC1)C>CN(C=O)C>[ClH:1].[CH3:24][O:25][C:26](=[O:38])[C@@H:27]([NH:37][C:10](=[O:12])[C@@H:9]([NH:8][C:6]([O:5][CH2:2][CH:3]=[CH2:4])=[O:7])[CH2:13][C:14]1[CH:19]=[CH:18][C:17]([C:20](=[NH:22])[NH2:21])=[CH:16][CH:15]=1)[CH2:28][CH2:29][C:30]([O:32][C:33]([CH3:34])([CH3:35])[CH3:36])=[O:31]

참가 물질

6

반응물 4

HCID 7525EthylmorpholineHCID 2733286O-[(Ethoxycarbonyl)cyanomethylenamino]-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 16218751L-Glutamic acid, 5-(1,1-dimethylethyl) 1-methyl ester, hydrochloride (1:1)HCID 68613816(S)-2-Allyloxycarbonylamino-3-(4-carbamimidoylphenyl)propionic Acid Hydrochloride

생성물 1

HCID 686148872-(S)-[2-(S)-Allyloxycarbonylamino-3-(4-carbamimidoyl-phenyl)-propionylamino]-pentanedioic acid 5-tert-butyl ester 1-methyl ester hydrochloride

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To 2-(S)allyloxycarbonylamino-3-(4-carbamimidoyl-phenyl)-propionic acid hydrochloride (3.48 g, 10.6 mmol) and 2-(S)-amino-pentanedioic acid 5-tert-butyl ester 1-methyl ester hydrochloride (2.7 g, 10.6 mmol) in 20 ml of DMF were added at −15° C. TOTU (3.83 g, 11.67 mmol) and N-ethylmorpholine (2.7 ml, 21.2 mmol). The mixture was stirred for 1 hour and then allowed to warm to room temperature. After evaporation, ethyl acetate was added to the residue and the organic layer was extracted with aqueous sodium hydrogen carbonate solution, potassium hydrogen sulfate solution, and water. The organic layer was evaporated. Yield: 2.8 g (50%). MS: m/z=491.3 (M+H)+.

후처리

  1. customAfter evaporation, ethyl acetate
  2. additionwas added to the residue
  3. extractionthe organic layer was extracted with aqueous sodium hydrogen carbonate solution, potassium hydrogen sulfate solution, and water
  4. customThe organic layer was evaporated

출처 및 근거

ORD 기록
ord-645ee4743164483b94b7cfd67ecc2d21
출처 데이터셋
uspto-grants-2001_09
특허 번호
US06287794B1

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