1-Hydroxybenzotriazole → 2-(acetylamino)-3-(4-bromophenyl)-N-(2-hydroxy-4,4-dimethylhexyl)propanamide

HRID 1881482노트

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HRID 1881482 반응식
C(=O)(O)[O-].[Na+].[C:6]([NH:9][CH:10]([CH2:14][C:15]1[CH:20]=[CH:19][C:18]([Br:21])=[CH:17][CH:16]=1)[C:11]([OH:13])=O)(=[O:8])[CH3:7].[NH2:22][CH2:23][CH:24]([OH:31])[CH2:25][C:26]([CH3:30])([CH3:29])[CH2:27][CH3:28].Cl.CN(C)CCCN=C=NCC.ON1C2C=CC=CC=2N=N1>C(Cl)Cl>[C:6]([NH:9][CH:10]([CH2:14][C:15]1[CH:20]=[CH:19][C:18]([Br:21])=[CH:17][CH:16]=1)[C:11]([NH:22][CH2:23][CH:24]([OH:31])[CH2:25][C:26]([CH3:30])([CH3:29])[CH2:27][CH3:28])=[O:13])(=[O:8])[CH3:7]

참가 물질

7

반응물 5

HCID 757711-HydroxybenzotriazoleHCID 516892Sodium BicarbonateHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 5172487AC-P-Bromo-DL-phe-OHHCID 55289824HCID 55289824, 화합물

생성물 1

HCID 667058552-(acetylamino)-3-(4-bromophenyl)-N-(2-hydroxy-4,4-dimethylhexyl)propanamide

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Sodium bicarbonate (7.05 g, 83.8 mmol) was added to an ambient temperature solution of 2-(acetylamino)-3-(4-bromophenyl)propanoic acid (3 g, 10.5 mmol), 1-amino-4,4-dimethylhexan-2-ol (3.04 g, 21.0 mmol), 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride (4.02 g, 21.0 mmol) and 1-hydroxybenzotriazole (2.83 g, 21.0 mmol) in methylene chloride (105 mL). After stirring at ambient temperature overnight, the reaction mixture was quenched with water and extracted with methylene chloride and ethyl acetate. The combined organic extracts were dried (magnesium sulfate) and concentrated in vacuo. Chromatography over silica eluting with 0-100% acetone/methylene chloride afforded 2-(acetylamino)-3-(4-bromophenyl)-N-(2-hydroxy-4,4-dimethylhexyl)propanamide.

후처리

  1. customthe reaction mixture was quenched with water
  2. extractionextracted with methylene chloride and ethyl acetate
  3. dry with materialThe combined organic extracts were dried (magnesium sulfate)
  4. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-7da7937c47e940539edb85a00eb9f1ce
출처 데이터셋
uspto-grants-2012_11
특허 번호
US08318767B2

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