Triethylamine → HCID 89825002, 화합물

HRID 2277102노트

반응식

HRID 2277102 반응식
[C:1]([O:5][C:6](=[O:26])[NH:7][CH2:8][C:9]1[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][C:10]=1[CH2:16][NH:17][C:18]([C@@H:20]1[CH2:25][S:24][CH2:23][CH2:22][NH:21]1)=[O:19])([CH3:4])([CH3:3])[CH3:2].C(N(CC)CC)C.[C:34]([O:37][C@H:38]([C:42]([CH3:45])([CH3:44])[CH3:43])[C:39](Cl)=[O:40])(=[O:36])[CH3:35]>C(Cl)Cl>[C:34]([O:37][C@H:38]([C:42]([CH3:45])([CH3:44])[CH3:43])[C:39]([N:21]1[CH2:22][CH2:23][S:24][CH2:25][C@H:20]1[C:18](=[O:19])[NH:17][CH2:16][C:10]1[CH:11]=[C:12]([Cl:15])[CH:13]=[CH:14][C:9]=1[CH2:8][NH:7][C:6]([O:5][C:1]([CH3:4])([CH3:2])[CH3:3])=[O:26])=[O:40])(=[O:36])[CH3:35]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 89824898HCID 89824898, 화합물HCID 89835598HCID 89835598, 화합물

생성물 1

HCID 89825002HCID 89825002, 화합물수율 53.9%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a solution of (R)-tert-Butyl-4-chloro-2-{(thiomorpholine-3-carboxamido)-methyl}-benzyl-carbamate (0.56 g, 1.40 mmol) in CH2Cl2 (25 mL) was added triethyl amine (0.59 mL, 4.2 mmol) and solution of (2R)-1-chloro-3,3-dimethyl-1-oxobutan-2-yl acetate (0.496 g, 2.8 mmol) in CH2Cl2 (5 mL) dropwise at −10° C. and the resulting mixture was allowed to warm up to room temperature over 1 h. The reaction mixture was quenched with water (50 mL) and extracted with EtOAc (3×25 mL). The combined organic layers were washed with brine solution, dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by reverse phase combiflash column chromatography (C18; eluent: 10-100% acetonitrile/water) to obtain the title compound (0.42 g) as a white solid.

후처리

  1. customThe reaction mixture was quenched with water (50 mL)
  2. extractionextracted with EtOAc (3×25 mL)
  3. washThe combined organic layers were washed with brine solution
  4. dry with materialdried over anhydrous Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was purified by reverse phase combiflash column chromatography (C18; eluent: 10-100% acetonitrile/water)

출처 및 근거

ORD 기록
ord-e1404cdf8e9e40ba8274d0f7f957f561
출처 데이터셋
uspto-grants-2015_09
특허 번호
US09133147B2

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