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Triethylamine → (RS)-2-(4-chlorobenzenesulfonylamino)-N-(4-(2-methoxycarbonylethyl)phenyl)-4-phenylbutanamide

HRID 266356
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HRID 266356 반응식
Cl[C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][CH:12]([CH2:16][CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[C:13]([OH:15])=O)(=[O:10])=[O:9])=[CH:4][CH:3]=1.[ClH:24].N[C:26]1[CH:31]=[CH:30][C:29]([CH:32](C)[C:33]([O:35][CH3:36])=[O:34])=CC=1.C([N:40]([CH2:43][CH3:44])CC)C.[I-].[CH3:46][N+]1C=CC=CC=1Cl>C(Cl)(Cl)Cl>[Cl:24][C:2]1[CH:3]=[CH:4][C:5]([S:8]([NH:11][CH:12]([CH2:16][CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[C:13]([NH:40][C:43]2[CH:44]=[CH:46][C:30]([CH2:29][CH2:32][C:33]([O:35][CH3:36])=[O:34])=[CH:31][CH:26]=2)=[O:15])(=[O:9])=[O:10])=[CH:6][CH:7]=1
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참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 1670692-Chloro-1-methylpyridinium iodideHCID 15580485Methyl 2-(4-aminophenyl)propanoate hydrochlorideHCID 19032798(RS)-2-(4-chlorobenzenesulfonylamino)-4-phenylbutanoic acid

생성물 1

HCID 19032887(RS)-2-(4-chlorobenzenesulfonylamino)-N-(4-(2-methoxycarbonylethyl)phenyl)-4-phenylbutanamide

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

The procedure described in Example 177 was repeated, except that (RS)-2-(4-chlorobenzenesulfonylamino)-4-phenylbutanoic acid (270.3 mg) and methyl 4-aminophenylpropionate hydrochloride (167.8 mg) were condensed in chloroform (10 ml) in the presence of triethylamine (360 μl) and 1-methyl-2-chloropyridinium iodide (243.2 mg), and then the resulting crude product was purified by column chromatography (silica gel 50 g, hexane/ethyl acetate=2/1) to obtain (RS)-2-(4-chlorobenzenesulfonylamino)-N-(4-(2-methoxycarbonylethyl)phenyl)-4-phenylbutanamide (43.2 mg) as a colorless oil.

후처리

  1. customthe resulting crude product was purified by column chromatography (silica gel 50 g, hexane/ethyl acetate=2/1)

출처 및 근거

ORD 기록
ord-0dc2491af4a644f9a33e064d169ee001
출처 데이터셋
uspto-grants-1997_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05650428

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