Pyridine → HCID 10339998, 화합물

HRID 850828노트

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HRID 850828 반응식
[CH3:1][O:2][C@H:3]1[CH2:20][C@@:18]2([CH3:19])[C@@H:14]([CH2:15][CH2:16][C:17]2=[O:21])[C@H:13]2[C@H:4]1[C:5]1[CH:6]=[CH:7][C:8]([OH:22])=[CH:9][C:10]=1[CH2:11][CH2:12]2.C1(C)C=CC(S(O)(=O)=[O:30])=CC=1.N1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1>C1(C)C=CC=CC=1.O1CCCC1.O1C=CCCC1.C(OCC)(=O)C>[CH3:1][O:2][C@H:3]1[CH2:20][C@@:18]2([CH3:19])[C@@H:14]([CH2:15][CH2:16][C:17]2=[O:21])[C@H:13]2[C@H:4]1[C:5]1[CH:6]=[CH:7][C:8]([O:22][CH:39]3[CH2:38][CH2:37][CH2:36][CH2:35][O:30]3)=[CH:9][C:10]=1[CH2:11][CH2:12]2

참가 물질

8

반응물 3

HCID 1049PyridineHCID 6101p-Toluenesulfonic acidHCID 1120881311beta-Methoxy-3-hydroxy-estra-1,3,5(10)-trien-17-one

생성물 1

HCID 10339998HCID 10339998, 화합물

시약·촉매·용매 4

HCID 1140Toluene용매HCID 8028Tetrahydrofuran용매HCID 80803,4-dihydro-2H-pyran용매HCID 8857Ethyl Acetate용매

실험 절차

A suspension of 2.0 g of 11β-methoxy-3-hydroxy-estra -1,3,5(10)-trien-17-one in 20 ml of toluene, 5 ml of tetrahydrofuran and 3.0 ml of dihydropyran is stirred with 20 mg of para-toluenesulfonic acid for 24 hours at room temperature. Then, 0.5 ml of pyridine is added, diluted with ethyl acetate, washed with sodium bicarbonate solution as well as with saturated sodium chloride solution, dried on sodium sulfate, concentrated by evaporation in a vacuum and chromatographed on silica gel with hexane/acetone. 1.9 g of 11β-methoxy-3-tetrahydropyranyloxy-estra -1,3,5(10)-trien-17-one is obtained as crystals with a melting point of 147° C., [α]D22 =+147.2° (c=0.5% in pyridine).

후처리

  1. washwashed with sodium bicarbonate solution as well as with saturated sodium chloride solution
  2. customdried on sodium sulfate
  3. concentrationconcentrated by evaporation in a vacuum
  4. customchromatographed on silica gel with hexane/acetone

출처 및 근거

ORD 기록
ord-d42a695279444eb592a0df2f429b74fc
출처 데이터셋
uspto-grants-2000_01
특허 번호
US06018062

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