Sodium Bicarbonate → HCID 77690288、化合物

HRID 2253415

反応式

HRID 2253415 の反応式
C([Li])CCC.O1[C@@H:22]2[C@@:7]1([CH3:42])[CH:8]=[CH:9][C:10](=[O:41])[C@H:11]([CH3:40])[C@H:12]([OH:39])[C@@H:13]([CH3:38])[C:14](=[O:37])[C:15]([CH3:36])([CH3:35])[C@@H:16]([OH:34])[CH2:17][C:18](=[O:33])[N:19]([CH3:32])[C@H:20]([C:23]([CH3:31])=[CH:24][C:25]1[N:26]=[C:27]([CH3:30])[S:28][CH:29]=1)[CH2:21]2.C([O-])(O)=O.[Na+]>O1CCCC1.CCCCCC.O.[W](Cl)(Cl)(Cl)(Cl)(Cl)Cl>[OH:34][CH:16]1[C:15]([CH3:36])([CH3:35])[C:14](=[O:37])[CH:13]([CH3:38])[CH:12]([OH:39])[CH:11]([CH3:40])[C:10](=[O:41])[CH:9]=[CH:8][CH:7]([CH3:42])[CH2:22][CH2:21][CH:20]([C:23]([CH3:31])=[CH:24][C:25]2[N:26]=[C:27]([CH3:30])[S:28][CH:29]=2)[N:19]([CH3:32])[C:18](=[O:33])[CH2:17]1

参加物

8

反応物 3

HCID 516892Sodium BicarbonateHCID 86587666HCID 86587666、化合物HCID 178418339Butyllithium

生成物 1

HCID 77690288HCID 77690288、化合物

試薬・触媒・溶媒 4

HCID 83301Tungsten hexachloride触媒HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒2 回HCID 8058Hexane溶媒

実験手順

A solution of tungsten hexachloride (0.76 g) in tetrahydrofuran (20 mL) at −78° C. is treated with a 1.6 M solution of n-butyllithium in hexane (2.5 mL). The mixture is allowed to warm to ambient temperature over 20 minutes. A 13.8 mL portion of the resulting green solution is added to a solution of (4S,7R,8S,9R, 13R, 14S, 16S)-13,14-epoxy-4,8-dihydroxy-2,6,10-trioxo-1,5,5,7,9,13-hexamethyl-16-(1-(2-methylthiazol-4-yl)propen-2-yl)-1-aza-11-cyclohexadecene (370 mg) in 2 mL of tetrahydrofuran at ambient temperature. After 30 min, the reaction is cooled to 0° C. and treated with sat. NaHCO3 (10 mL). The mixture is diluted with water and extracted with CH2Cl2. The extract is dried over Na2SO4, filtered, and evaporated. The product is purified by flash chromatography on SiO2.

後処理

  1. temperaturethe reaction is cooled to 0° C.
  2. extractionextracted with CH2Cl2
  3. dry with materialThe extract is dried over Na2SO4
  4. filtrationfiltered
  5. customevaporated
  6. customThe product is purified by flash chromatography on SiO2

出典と根拠

ORDレコード
ord-f3f9a1ab971a4523ac22436db8578795
出典データセット
uspto-grants-2008_01
特許番号
US07323573B2

関連ノート

読み込み中…