Sodium Bicarbonate → HCID 77690288, 화합물

HRID 2253415

반응식

HRID 2253415 반응식
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

참가 물질

8

반응물 3

HCID 516892Sodium BicarbonateHCID 86587666HCID 86587666, 화합물HCID 178418339Butyllithium

생성물 1

HCID 77690288HCID 77690288, 화합물

시약·촉매·용매 4

HCID 83301Tungsten hexachloride촉매HCID 962Water용매HCID 8028Tetrahydrofuran용매2회HCID 8058Hexane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-f3f9a1ab971a4523ac22436db8578795
출처 데이터셋
uspto-grants-2008_01
특허 번호
US07323573B2

연결된 노트

불러오는 중…