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

HRID 1358870ノート

反応式

HRID 1358870 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-8a1d450fb51d4ea09f334cea7630d4cf
出典データセット
uspto-grants-2003_07
特許番号
US06596885B2

反応ノート

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