Triethylamine → HCID 89825002、化合物

HRID 2277102ノート

反応式

HRID 2277102 の反応式
[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]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 89824898HCID 89824898、化合物HCID 89835598HCID 89835598、化合物

生成物 1

HCID 89825002HCID 89825002、化合物収率 53.9%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-e1404cdf8e9e40ba8274d0f7f957f561
出典データセット
uspto-grants-2015_09
特許番号
US09133147B2

反応ノート

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