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Potassium Carbonate → {(R)-1-[4-(2-Ethyl-butoxy)-2-methoxy-phenyl]-2-hydroxy-ethyl}-carbamicacid tert-butyl ester

HRID 454969
ノート
印刷プレビュー

反応式

HRID 454969 の反応式
[C:1]([O:5][C:6](=[O:20])[NH:7][C@H:8]([C:11]1[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][C:12]=1[O:18][CH3:19])[CH2:9][OH:10])([CH3:4])([CH3:3])[CH3:2].[CH2:21]([CH:23]([CH2:26][CH3:27])[CH2:24]Br)[CH3:22].C([O-])([O-])=O.[K+].[K+]>CN(C=O)C.CCOCC>[C:1]([O:5][C:6](=[O:20])[NH:7][C@H:8]([C:11]1[CH:16]=[CH:15][C:14]([O:17][CH2:24][CH:23]([CH2:26][CH3:27])[CH2:21][CH3:22])=[CH:13][C:12]=1[O:18][CH3:19])[CH2:9][OH:10])([CH3:4])([CH3:3])[CH3:2]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 77432Pentane, 3-(bromomethyl)-HCID 67073547[(R)-2-Hydroxy-1-(4-hydroxy-2-methoxy-phenyl)-ethyl]-carbamic acid tert-butyl ester

生成物 1

HCID 67073758{(R)-1-[4-(2-Ethyl-butoxy)-2-methoxy-phenyl]-2-hydroxy-ethyl}-carbamicacid tert-butyl ester収率 54%

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether
溶媒
HCID 6228Dimethylformamide溶媒

反応条件

温度
60 °C

実験手順

To 34 mg (0.122 mmol) of the [(R)-2-hydroxy-1-(4-hydroxy-2-methoxy-phenyl)-ethyl]-carbamic acid tert-butyl ester and 2-ethylbutylbromide (20 ul, 0.182 mmol) dissolved in 1 ml DMF was added K2CO3 (34 mg, 0.244 mmol) and heated to 60° C. overnight. It was cooled to rt, diluted with ether, and quenched with water. The organic layer was washed with water and brine, and then dried over MgSO4. After removal of the solvent, the residue was purified by flash column (35% EtOAc in hexane) to give the titled compound (24 mg, 54%).

後処理

  1. temperatureIt was cooled to rt
  2. customquenched with water
  3. washThe organic layer was washed with water and brine
  4. dry with materialdried over MgSO4
  5. customAfter removal of the solvent
  6. customthe residue was purified by flash column (35% EtOAc in hexane)

出典と根拠

ORDレコード
ord-f596f97c5b684853b73f5db5a4ac8f66
出典データセット
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08497271B2

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート