Pyridine → HCID 15307271, 화합물

HRID 850831노트

반응식

HRID 850831 반응식
[OH:1][C:2]1[CH:19]=[CH:18][C:17]2[C@@H:16]3[C:7]([C@H:8]4[C@@:12]([CH2:14][CH2:15]3)([CH3:13])[C:11](=[O:20])[CH2:10][CH2:9]4)=[CH:6][CH2:5][C:4]=2[CH:3]=1.C1(C)C=CC(S(O)(=O)=[O:28])=CC=1.N1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1>O1CCCC1.O1C=CCCC1.C(OCC)(=O)C>[O:28]1[CH2:37][CH2:36][CH2:35][CH2:34][CH:33]1[O:1][C:2]1[CH:19]=[CH:18][C:17]2[C@@H:16]3[C:7]([C@H:8]4[C@@:12]([CH2:14][CH2:15]3)([CH3:13])[C:11](=[O:20])[CH2:10][CH2:9]4)=[CH:6][CH2:5][C:4]=2[CH:3]=1

참가 물질

7

반응물 3

HCID 1049PyridineHCID 6101p-Toluenesulfonic acidHCID 223368Equilin

생성물 1

HCID 15307271HCID 15307271, 화합물

시약·촉매·용매 3

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

실험 절차

A suspension of 2.0 g of 3-hydroxy-estra-1,3,5(10),7-tetraen-17-one in 20 ml of tetrahydrofuran and 2.0 ml of dihydropyran is stirred with 9.6 mg of para-toluenesulfonic acid for 24 hours at room temperature. Then, 0.3 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 3-tetrahydropyranyloxy-estra-1,3,5(10),7-tetraen-17-one is obtained as colorless crystals with a melting point of 147-149° C., [α]D22 =+209.7° (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-e4de52cbfd0e4196984a581ca8dad1eb
출처 데이터셋
uspto-grants-2000_01
특허 번호
US06018062

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