Hydrochloric Acid → (1R,2S)-3-fluoro-1-hydroxy-1-(4-(3-(methylsulfonamidomethyl)isoxazol-5-yl)phenyl)propan-2-aminium chloride

HRID 1520545ノート

反応式

HRID 1520545 の反応式
[F:1][CH2:2][C@@H:3]1[C@@H:7]([C:8]2[CH:13]=[CH:12][C:11]([C:14]3[O:18][N:17]=[C:16]([CH2:19][NH:20][S:21]([CH3:24])(=[O:23])=[O:22])[CH:15]=3)=[CH:10][CH:9]=2)[O:6]C(C)(C)[N:4]1C(OC(C)(C)C)=O.[ClH:34].O>O1CCOCC1>[Cl-:34].[F:1][CH2:2][C@@H:3]([NH3+:4])[C@H:7]([OH:6])[C:8]1[CH:13]=[CH:12][C:11]([C:14]2[O:18][N:17]=[C:16]([CH2:19][NH:20][S:21]([CH3:24])(=[O:23])=[O:22])[CH:15]=2)=[CH:10][CH:9]=1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 86695500(4S,5R)-tert-butyl 4-(fluoromethyl)-2,2-dimethyl-5-(4-(3-(methylsulfonamido-methyl)isoxazol-5-yl)phenyl)oxazolidine-3-carboxylate

生成物 1

HCID 86695498(1R,2S)-3-fluoro-1-hydroxy-1-(4-(3-(methylsulfonamidomethyl)isoxazol-5-yl)phenyl)propan-2-aminium chloride

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

反応条件

温度
0 °C

実験手順

To (4S,5R)-tert-butyl 4-(fluoromethyl)-2,2-dimethyl-5-(4-(3-(methylsulfonamido-methyl)isoxazol-5-yl)phenyl)oxazolidine-3-carboxylate (300 mg, 0.62 mmol) is added 4N HCl in dioxane (4 ml) at room temperature. The solution is then cooled to 0° C. and water (0.5 ml) is added. The ice bath is removed after ten minutes and the reaction is stirred at room temperature for one hour. The volatiles were then removed by rotary evaporation. Several evaporation cycles were performed using acetonitrile to ensure complete removal of water and excess HCl gave the title compound (234 mg): m/z (Cl) 344 ([M+H]+.

後処理

  1. customThe ice bath is removed after ten minutes
  2. customThe volatiles were then removed by rotary evaporation
  3. customSeveral evaporation cycles
  4. customremoval of water and excess HCl

出典と根拠

ORDレコード
ord-aeabfc772e984de0ab3083e18055c31a
出典データセット
uspto-grants-2015_07
特許番号
US09073894B2

反応ノート

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