Water → HCID 131719763、化合物

HRID 232760

反応式

HRID 232760 の反応式
[O:1]1[C:5]2([CH2:10][CH2:9][N:8]([C@H:11]3[CH2:28][C@@:27]4([CH3:29])[C@@H:14]([CH2:15][CH2:16][C@@H:17]5[C@@H:26]4[CH2:25][CH2:24][C@@:22]4([CH3:23])[C@H:18]5[CH2:19][C@H:20]([N:31]5[CH2:35][CH2:34][CH2:33][CH2:32]5)[C@@H:21]4[OH:30])[CH2:13][C@@H:12]3[OH:36])[CH2:7][CH2:6]2)[O:4][CH2:3][CH2:2]1.[C:37](Cl)(=[O:39])[CH3:38].O>C(Cl)Cl.C(N(CC)CC)C>[O:4]1[C:5]2([CH2:6][CH2:7][N:8]([C@H:11]3[CH2:28][C@@:27]4([CH3:29])[C@@H:14]([CH2:15][CH2:16][C@@H:17]5[C@@H:26]4[CH2:25][CH2:24][C@@:22]4([CH3:23])[C@H:18]5[CH2:19][C@H:20]([N:31]5[CH2:32][CH2:33][CH2:34][CH2:35]5)[C@@H:21]4[OH:30])[CH2:13][C@@H:12]3[OH:36])[CH2:9][CH2:10]2)[O:1][CH2:2][CH2:3]1.[CH3:38][C:37]([CH2:6][C:5]([OH:4])=[O:1])=[O:39]

参加物

6

反応物 3

HCID 962WaterHCID 6367Acetyl chloride2 回HCID 228685452beta-(1,4-Dioxa-8-azaspiro[4.5]dec-8-yl)-16beta-(1-pyrrolidinyl)-5alpha-androstane-3alpha,17beta-diol

生成物 1

HCID 131719763HCID 131719763、化合物収率 77.1%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 8471Triethylamine溶媒

反応条件

温度
0 °C

実験手順

To a solution containing 10 g of 2β-(1,4-dioxa-8-azaspiro[4.5]dec-8-yl)-16β-(1-pyrrolidinyl)-5α-androstane-3α,17β-diol in 50 ml of methylene chloride, 7 ml of triethylamine are added and the solution is cooled to 0° C. To this solution 4.4 ml of acetyl chloride are dropwise added while cooling and stirring at such a rate that the temperature remains below 10° C. After termination of the addition the cooling is stopped and the mixture is allowed to warm to room temperature. The complete reaction requires about 16 hours. Thereafter, the excess of acetyl chloride is decomposed by adding water and the methylene chloride solution is washed with aqueous sodium hydroxide solution and then with water until neutral. The methylene chloride phase is dried, evaporated and the residue is purified on a silica gel column to yield 9 g (77.1%) of the title product as a foam.

後処理

  1. additionare added
  2. temperaturewhile cooling
  3. customremains below 10° C
  4. additionAfter termination of the addition the cooling
  5. temperatureto warm to room temperature
  6. customThe complete reaction
  7. washthe methylene chloride solution is washed with aqueous sodium hydroxide solution
  8. dry with materialThe methylene chloride phase is dried
  9. customevaporated
  10. customthe residue is purified on a silica gel column

出典と根拠

ORDレコード
ord-8fd1eca4d95b4988b51786056f8a5d40
出典データセット
uspto-grants-1997_01
特許番号
US05591735

関連ノート

読み込み中…