Diethyl Ether → HCID 18652190, compound

HRID 1587030Notes

Reaction equation

HRID 1587030 reaction equation
[OH:1][C@@H:2]1[CH2:19][CH2:18][C@@:17]2([CH3:20])[C@H:4]([CH2:5][C@@H:6]([OH:39])[C@@H:7]3[C@@H:16]2[CH2:15][C@H:14]([OH:21])[C@@:12]2([CH3:13])[C@H:8]3[CH2:9][CH2:10][C@@H:11]2[CH:22]([CH3:38])[CH2:23][CH:24]=[C:25]([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH2:3]1.[C:40](OC(=O)C)(=[O:42])[CH3:41].[CH3:47][CH2:48][O:49]CC>CN(C)C1C=CN=CC=1.C1(C)C=CC=CC=1.O>[C:40]([O:1][C@@H:2]1[CH2:19][CH2:18][C@@:17]2([CH3:20])[C@H:4]([CH2:5][C@@H:6]([O:39][C:48](=[O:49])[CH3:47])[C@@H:7]3[C@@H:16]2[CH2:15][C@H:14]([OH:21])[C@@:12]2([CH3:13])[C@H:8]3[CH2:9][CH2:10][C@@H:11]2[CH:22]([CH3:38])[CH2:23][CH:24]=[C:25]([C:32]2[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=2)[C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH2:3]1)(=[O:42])[CH3:41]

Participants

7

Reactant 3

HCID 3283Diethyl EtherHCID 7918Acetic AnhydrideHCID 18652188HCID 18652188, compound

Product 1

HCID 18652190HCID 18652190, compound

Reagents, catalysts & solvents 3

HCID 142844-(Dimethylamino)pyridineCatalystHCID 962WaterSolventHCID 1140TolueneSolvent

Procedure

A mixture of 3α,7α,12α-trihydroxy-17β-[(1,1-diphenyl)-1-penten-4-yl]-5β-androstane (2.65 g), acetic anhydride (2.4 ml), and 4-dimethylaminopyridine (0.061 g) in toluene (10 ml) is stirred at room temperature for about 30 minutes, diluted with ether and water and the layers are separated. The organic solution is washed with water, dried over magnesium sulfate, filtered and concentrated in vacuo to give the desired product.

Workup

  1. customthe layers are separated
  2. washThe organic solution is washed with water
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-6d05f0e0263e43389fb0a384e1a3699c
Source dataset
uspto-grants-1993_06
Patent number
US05216015

Reaction notes

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