4-(Heptyloxy)benzoyl chloride → 4-(3-(Tert-butoxy)-2-(4-nitrobenzamido)-3-oxopropyl)-2-methoxyphenyl 4-(heptyloxy)benzoate

HRID 1889160노트

반응식

HRID 1889160 반응식
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH:9]([NH:17][C:18](=[O:28])[C:19]2[CH:24]=[CH:23][C:22]([N+:25]([O-:27])=[O:26])=[CH:21][CH:20]=2)[C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])=[CH:4][C:3]=1[O:29][CH3:30].[CH2:31]([O:38][C:39]1[CH:47]=[CH:46][C:42]([C:43](Cl)=[O:44])=[CH:41][CH:40]=1)[CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37]>C(Cl)Cl>[CH2:31]([O:38][C:39]1[CH:40]=[CH:41][C:42]([C:43]([O:1][C:2]2[CH:7]=[CH:6][C:5]([CH2:8][CH:9]([NH:17][C:18](=[O:28])[C:19]3[CH:20]=[CH:21][C:22]([N+:25]([O-:27])=[O:26])=[CH:23][CH:24]=3)[C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])=[CH:4][C:3]=2[O:29][CH3:30])=[O:44])=[CH:46][CH:47]=1)[CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37]

참가 물질

4

반응물 2

HCID 27241824-(Heptyloxy)benzoyl chlorideHCID 58545890Tert-butyl 3-(4-hydroxy-3-methoxyphenyl)-2-(4-nitrobenzamido)propanoate

생성물 1

HCID 585458734-(3-(Tert-butoxy)-2-(4-nitrobenzamido)-3-oxopropyl)-2-methoxyphenyl 4-(heptyloxy)benzoate수율 86%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Prepared using General Procedure 3: To a stirred solution of tert-butyl 3-(4-hydroxy-3-methoxyphenyl)-2-(4-nitrobenzamido)propanoate INT-7 (1.34 g, 3.05 mmol) and TEA (1.28 mL, 9.15 mmol) in DCM (8 mL) at 0° C. was added 4-(heptyloxy)benzoyl chloride (0.81 mL, 3.36 mmol) dropwise. After warming to room temperature and stirring for 1 h, the mixture was quenched with saturated aqueous NaHCO3 (100 mL) and diluted with DCM (100 mL). The organic layer was dried over MgSO4 and concentrated. The product was purified by chromatography (EA/hexanes) to afford 1.70 g (86%) of 4-(3-(tert-butoxy)-2-(4-nitrobenzamido)-3-oxopropyl)-2-methoxyphenyl 4-(heptyloxy)benzoate INT-8. LCMS-ESI (m/z) calculated for C35H42N2O9: 634; no mass ion observed, tR=3.26 min (Method 4).

후처리

  1. customPrepared
  2. customthe mixture was quenched with saturated aqueous NaHCO3 (100 mL)
  3. additiondiluted with DCM (100 mL)
  4. dry with materialThe organic layer was dried over MgSO4
  5. concentrationconcentrated
  6. customThe product was purified by chromatography (EA/hexanes)

출처 및 근거

ORD 기록
ord-b13ba9c5ba704673be8ef8bb352384ab
출처 데이터셋
uspto-grants-2013_08
특허 번호
US08501982B2

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