2-Pyridinemethanethiol → 11beta-[4-[5-[(2-Pyridinylmethyl)thio]pentyloxy]phenyl]estra-1,3,5(10)-triene-3,17beta-diol

HRID 1358870노트

반응식

HRID 1358870 반응식
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH2:7][SH:8].C[O-].[Na+].Cl[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][O:18][C:19]1[CH:24]=[CH:23][C:22]([C@H:25]2[CH2:42][C@@:40]3([CH3:41])[C@@H:36]([CH2:37][CH2:38][C@@H:39]3[OH:43])[C@H:35]3[C@H:26]2[C:27]2[CH:28]=[CH:29][C:30]([OH:44])=[CH:31][C:32]=2[CH2:33][CH2:34]3)=[CH:21][CH:20]=1>CO>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH2:7][S:8][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][O:18][C:19]1[CH:20]=[CH:21][C:22]([C@H:25]2[CH2:42][C@@:40]3([CH3:41])[C@@H:36]([CH2:37][CH2:38][C@@H:39]3[OH:43])[C@H:35]3[C@H:26]2[C:27]2[CH:28]=[CH:29][C:30]([OH:44])=[CH:31][C:32]=2[CH2:33][CH2:34]3)=[CH:23][CH:24]=1

참가 물질

5

반응물 3

HCID 2560712-PyridinemethanethiolHCID 10942334Sodium MethoxideHCID 7001929211beta-[4-[(5-Chloro-pentyl)oxy]phenyl]estra-1,3,5(10)-triene-3,17beta-diol

생성물 1

HCID 7001918911beta-[4-[5-[(2-Pyridinylmethyl)thio]pentyloxy]phenyl]estra-1,3,5(10)-triene-3,17beta-diol

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A solution containing 0.17 cm3 of 2-pyridine methanethiol, 81 mg of sodium methylate, 234 mg of the product obtained in Stage D of Example 3 and 4 cm3 of methanol is heated for 3 hours under reflux. The methanol is distilled off, the residue is taken up with ethyl acetate, washed with water, dried and brought to dryness under reduced pressure. 360 mg of residue is collected which is chromatographed on silica (eluant ethyl acetate-essence G 8/2) and in this way 280 mg of expected product is obtained.

후처리

  1. temperatureis heated for 3 hours
  2. temperatureunder reflux
  3. distillationThe methanol is distilled off
  4. washwashed with water
  5. customdried
  6. custom360 mg of residue is collected which
  7. customis chromatographed on silica (eluant ethyl acetate-essence G 8/2) and in this way 280 mg of expected product
  8. customis obtained

출처 및 근거

ORD 기록
ord-8a1d450fb51d4ea09f334cea7630d4cf
출처 데이터셋
uspto-grants-2003_07
특허 번호
US06596885B2

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