Methanesulfonic Acid → (2beta,3alpha,5alpha)-3,21-Dihydroxy-2-(2,2-dimethyl-4-morpholinyl)pregnane-11,20-dione methanesulfonate

HRID 233507Notes

Reaction equation

HRID 233507 reaction equation
[CH3:1][S:2]([OH:5])(=[O:4])=[O:3].[OH:6][C@@H:7]1[C@@H:27]([N:28]2[CH2:33][CH2:32][O:31][C:30]([CH3:35])([CH3:34])[CH2:29]2)[CH2:26][C@@:25]2([CH3:36])[C@@H:9]([CH2:10][CH2:11][C@@H:12]3[C@@H:24]2[C:23](=[O:37])[CH2:22][C@@:21]2([CH3:38])[C@H:13]3[CH2:14][CH2:15][C@@H:16]2[C:17](=[O:20])[CH2:18][OH:19])[CH2:8]1>CO>[CH3:1][S:2]([OH:5])(=[O:4])=[O:3].[OH:6][C@@H:7]1[C@@H:27]([N:28]2[CH2:33][CH2:32][O:31][C:30]([CH3:34])([CH3:35])[CH2:29]2)[CH2:26][C@@:25]2([CH3:36])[C@@H:9]([CH2:10][CH2:11][C@@H:12]3[C@@H:24]2[C:23](=[O:37])[CH2:22][C@@:21]2([CH3:38])[C@H:13]3[CH2:14][CH2:15][C@@H:16]2[C:17](=[O:20])[CH2:18][OH:19])[CH2:8]1

Participants

4

Reactant 2

HCID 6395Methanesulfonic AcidHCID 10647712(2beta,3alpha,5alpha)-3,21-Dihydroxy-2-(2,2-dimethyl-4-morpholinyl)pregnane-11,20-dione

Product 1

HCID 86750170(2beta,3alpha,5alpha)-3,21-Dihydroxy-2-(2,2-dimethyl-4-morpholinyl)pregnane-11,20-dione methanesulfonate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

A solution of methanesulfonic acid (17.7 mg) in methanol (10 ml) was added to a solution of (2β,3α,5α)-3,21-dihydroxy-2-(2,2-dimethyl-4-morpholinyl)pregnane-11,20-dione (85 ml) in methanol (10 ml). The solvent was removed under reduced pressure to give (2β,3α,5α)-3,21-dihydroxy-2-(2,2-dimethyl-4-morpholinyl)pregnane-11,20-dione methanesulfonate (1:1) salt (103 mg). δ (CDCl3) 0.63 (s,3H), 1.07 (s,3H), 1.34 (s,3H), 1.52 (s,3H) and 4.18 (s,2H).

Workup

  1. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-1934e051b9f846fb92df9dec19c0d97e
Source dataset
uspto-grants-1997_01
Patent number
US05593983

Reaction notes

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