Methanesulfonic Acid → 3alpha-Hydroxy-21-morpholino-5alpha-pregnane-11,20-dione mesylate

HRID 1576778Notes

Reaction equation

HRID 1576778 reaction equation
[OH:1][C@@H:2]1[CH2:27][CH2:26][C@@:25]2([CH3:28])[C@@H:4]([CH2:5][CH2:6][C@@H:7]3[C@@H:24]2[C:23](=[O:29])[CH2:22][C@@:21]2([CH3:30])[C@H:8]3[CH2:9][CH2:10][C@@H:11]2[C:12](=[O:20])[CH2:13][N:14]2[CH2:19][CH2:18][O:17][CH2:16][CH2:15]2)[CH2:3]1.[CH3:31][S:32]([OH:35])(=[O:34])=[O:33]>C(O)C>[S:32]([OH:35])(=[O:34])(=[O:33])[CH3:31].[OH:1][C@@H:2]1[CH2:27][CH2:26][C@@:25]2([CH3:28])[C@@H:4]([CH2:5][CH2:6][C@@H:7]3[C@@H:24]2[C:23](=[O:29])[CH2:22][C@@:21]2([CH3:30])[C@H:8]3[CH2:9][CH2:10][C@@H:11]2[C:12](=[O:20])[CH2:13][N:14]2[CH2:15][CH2:16][O:17][CH2:18][CH2:19]2)[CH2:3]1

Participants

4

Reactant 2

HCID 6395Methanesulfonic AcidHCID 867340213alpha-Hydroxy-21-morpholino-5alpha-pregnane-11,20-dione

Product 1

HCID 867340263alpha-Hydroxy-21-morpholino-5alpha-pregnane-11,20-dione mesylate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 3α-hydroxy-21-morpholino-5α-pregnane-11,20dione (167 mg., 0.4 mmole) in ethanol (2 ml.) was treated with 0.204 N aqueous solution of methanesulphonic acid (3.92 ml. 0.8 mmole). The resulting solution was evaporated under vacuum and then treated with water (5 ml.). The undissolved solid (14.7 mg.) was removed by filtration and the filtrate was made up to 15.23 ml. with distilled water thereby obtaining a 1% aqueous solution of the title compound.

Workup

  1. customThe resulting solution was evaporated under vacuum
  2. additiontreated with water (5 ml.)
  3. customThe undissolved solid (14.7 mg.) was removed by filtration

Sources & evidence

ORD record
ord-41165aefd0ad45c9b2b37c81845c03f3
Source dataset
uspto-grants-1976_09
Patent number
US03983111

Reaction notes

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