L-Ascorbic Acid → 2beta-Ethoxy-3alpha-hydroxy-21-morpholino-5alpha-pregnane-11,20-dione ascorbate

HRID 1576783Notes

Reaction equation

HRID 1576783 reaction equation
[CH2:1]([O:3][C@H:4]1[CH2:29][C@@:28]2([CH3:30])[C@@H:7]([CH2:8][CH2:9][C@@H:10]3[C@@H:27]2[C:26](=[O:31])[CH2:25][C@@:24]2([CH3:32])[C@H:11]3[CH2:12][CH2:13][C@@H:14]2[C:15](=[O:23])[CH2:16][N:17]2[CH2:22][CH2:21][O:20][CH2:19][CH2:18]2)[CH2:6][C@@H:5]1[OH:33])[CH3:2].[O:34]=[C:35]1[O:41][C@H:40]([C@H:42]([CH2:44][OH:45])[OH:43])[C:38]([OH:39])=[C:36]1[OH:37]>C(O)C>[O:34]=[C:35]1[O:41][C@H:40]([C@H:42]([CH2:44][OH:45])[OH:43])[C:38]([O-:39])=[C:36]1[OH:37].[CH2:1]([O:3][C@H:4]1[CH2:29][C@@:28]2([CH3:30])[C@@H:7]([CH2:8][CH2:9][C@@H:10]3[C@@H:27]2[C:26](=[O:31])[CH2:25][C@@:24]2([CH3:32])[C@H:11]3[CH2:12][CH2:13][C@@H:14]2[C:15](=[O:23])[CH2:16][N:17]2[CH2:22][CH2:21][O:20][CH2:19][CH2:18]2)[CH2:6][C@@H:5]1[OH:33])[CH3:2]

Participants

4

Reactant 2

HCID 54670067L-Ascorbic AcidHCID 86734023HCID 86734023, compound

Product 1

HCID 1784681512beta-Ethoxy-3alpha-hydroxy-21-morpholino-5alpha-pregnane-11,20-dione ascorbate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 2β-Ethoxy-3α-hydroxy-21-morpholino-5α-pregnane-11,20-dione (116 mg; 0.25 mmole) in ethanol (2 ml.) was treated with an 0.1N aqueous solution of ascorbic acid (2.5 ml; 0.25 mmole) and the resulting solution was evaporated under vacuum. The residue was dissolved in water (ca. 5 ml.) and clarified by filtration. The filtrate was diluted to 11.6 ml. with distilled water, thereby giving a 1% aqueous solution of the title compound.

Workup

  1. customthe resulting solution was evaporated under vacuum
  2. dissolutionThe residue was dissolved in water (ca. 5 ml.)
  3. filtrationclarified by filtration
  4. additionThe filtrate was diluted to 11.6 ml

Sources & evidence

ORD record
ord-8112f42b2e3d4b1d99ea119434c5ce2a
Source dataset
uspto-grants-1976_09
Patent number
US03983111

Reaction notes

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