Benzyloxyamine hydrochloride → (2R)-2-(hydroxymethyl)-N-benzoxy-7-octenamide

HRID 1786111노트

반응식

HRID 1786111 반응식
[OH:1][CH2:2][C@@H:3]([CH2:7][CH2:8][CH2:9][CH2:10][CH:11]=[CH2:12])[C:4]([OH:6])=O.Cl.[CH2:14]([O:21][NH2:22])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.Cl.CN(C)CCCN=C=NCC>CN(C)C1C=CN=CC=1.ClCCl>[OH:1][CH2:2][C@@H:3]([CH2:7][CH2:8][CH2:9][CH2:10][CH:11]=[CH2:12])[C:4]([NH:22][O:21][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[O:6]

참가 물질

6

반응물 3

HCID 102312Benzyloxyamine hydrochlorideHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 86760836(2R)-2-(Hydroxymethyl)-7-octenoic acid

생성물 1

HCID 86621280(2R)-2-(hydroxymethyl)-N-benzoxy-7-octenamide

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매

실험 절차

To a mixture of (2R)-2-(hydroxymethyl)-7-octenoic acid (1.12 g, 6.51 mmol), O-benzyl hydroxylamine hydrochloride (1.04 g, 6.51 mmol) and 4-dimethylamino-pyridine (1.90 g, 15.62 mmol) in dichloromethane (30 mL) at 0° C. was added 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride (1.50 g, 7.81 mmol). After stirring at room temperature overnight, the reaction was then quenched with 1N aqueous HCl solution (25 mL) and extracted using dichloromethane (25 mL×2). The organic extracts were washed with water, brine, and dried over MgSO4. Removal of the solvent under reduced pressure yielded the title compound. MH+278.

후처리

  1. customthe reaction was then quenched with 1N aqueous HCl solution (25 mL)
  2. extractionextracted
  3. washThe organic extracts were washed with water, brine
  4. dry with materialdried over MgSO4
  5. customRemoval of the solvent under reduced pressure

출처 및 근거

ORD 기록
ord-54a5d85e4adc4e3b924e02dda9e1f326
출처 데이터셋
uspto-grants-2009_03
특허 번호
US07507726B2

반응 노트

불러오는 중…