二氯甲烷 → 2(4-吗啉基)-16-(1-吡咯基)-雄甾-3,17-二醇二乙酸酯

HRID 329956

反应方程式

HRID 329956 反应方程式
[C:1](Cl)(=[O:3])[CH3:2].[N:5]1([C@H:11]2[CH2:28][C@@:27]3([CH3:29])[C@@H:14]([CH2:15][CH2:16][C@@H:17]4[C@@H:26]3[CH2:25][CH2:24][C@@:22]3([CH3:23])[C@H:18]4[CH2:19][C@H:20]([N:31]4[CH2:35][CH2:34][CH2:33][CH2:32]4)[C@@H:21]3[OH:30])[CH2:13][C@@H:12]2[OH:36])[CH2:10][CH2:9][O:8][CH2:7][CH2:6]1.[C:37](=[O:40])(O)[O-].[K+].Cl[CH2:43]Cl>>[C:1]([O:36][C@@H:12]1[C@@H:11]([N:5]2[CH2:10][CH2:9][O:8][CH2:7][CH2:6]2)[CH2:28][C@@:27]2([CH3:29])[C@@H:14]([CH2:15][CH2:16][C@@H:17]3[C@@H:26]2[CH2:25][CH2:24][C@@:22]2([CH3:23])[C@H:18]3[CH2:19][C@H:20]([N:31]3[CH2:32][CH2:33][CH2:34][CH2:35]3)[C@@H:21]2[O:30][C:37](=[O:40])[CH3:43])[CH2:13]1)(=[O:3])[CH3:2]

参与物

5

反应物 4

HCID 6344二氯甲烷HCID 6367乙酰氯HCID 516893Potassium BicarbonateHCID 160638732beta-(4-Morpholinyl)-16beta-(1-pyrrolidinyl)-5alpha-androstane-3alpha,17beta-diol

产物 1

HCID 540546382(4-吗啉基)-16-(1-吡咯基)-雄甾-3,17-二醇二乙酸酯

实验过程

Acetyl chloride (10.0 ml) was added to a stirred suspension of (2β,3α,5α,16β,17β)-2-(4-morpholinyl)-16-(1pyrrolidinyl)-androstane-3,17-diol (10.0 g) in dichloromethane (100 ml). After 24 h. at room temperature, saturated potassium bicarbonate solution (approx. 20 ml) was added to give pH>7; the dichloromethane layer was separated, washed with water (3×150 ml), dried (Na2SO4) and evaporated to dryness to afford (2β,3α,5α,16β,17β)-2-(4-morpholinyl)-16-(1pyrrolidinyl)-androstane-3,17-diol diacetate as an off-white froth (7.78 g), [α]D20 =+11.4° (c 0.57 in CHCl3)

后处理

  1. customto give pH>7
  2. customthe dichloromethane layer was separated
  3. washwashed with water (3×150 ml)
  4. dry with materialdried (Na2SO4)
  5. customevaporated to dryness

来源与证据

ORD记录
ord-c5a64f943f3e4db88c7d98b09311a238
来源数据集
uspto-grants-1990_01
专利号
US04894369

关联笔记

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