Methanesulfonic Acid → (2beta,3alpha,5alpha)-3,21-Dihydroxy-2-(2,2-dimethyl-4-morpholinyl)pregnan-20-one methanesulfonate

HRID 233510Notes

Reaction equation

HRID 233510 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[CH2:23][CH2:22][C@@:21]2([CH3:37])[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]([CH3:35])([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[CH2:23][CH2:22][C@@:21]2([CH3:37])[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 10503609HCID 10503609, compound

Product 1

HCID 86750171(2beta,3alpha,5alpha)-3,21-Dihydroxy-2-(2,2-dimethyl-4-morpholinyl)pregnan-20-one methanesulfonate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

A solution of methanesulfonic acid (429 mg) in methanol (10 ml) was added to a solution of the (2β,3α,5α)-3,21-dihydroxy-2-(2,2-dimethyl-4-morpholinyl)pregnan-20-one of Example 9 (2.0 g) in methanol (20 ml). The solvent was removed under reduced pressure to afford (2β,3α,5α)-3,21-dihydroxy-2-(2,2-dimethyl-4-morpholinyl)pregnan-20-one methanesulfonate (1:1) salt (2.43 g). [α]D +108.4° (c 0.6).

Workup

  1. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-08190b89358f46e6a05d769465fded28
Source dataset
uspto-grants-1997_01
Patent number
US05593983

Reaction notes

Loading…