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

HRID 233500Notes

Reaction equation

HRID 233500 reaction equation
[C:1]([O:4][CH2:5][C:6](=[O:36])[C@@H:7]1[C@:24]2([CH3:25])[C@H:10]([C@H:11]3[C@H:21]([C:22](=[O:26])[CH2:23]2)[C@:19]2([CH3:20])[C@H:14]([CH2:15][C@H:16]([OH:35])[C@@H:17]([N:27]4[CH2:32][CH2:31][O:30][C:29]([CH3:34])([CH3:33])[CH2:28]4)[CH2:18]2)[CH2:13][CH2:12]3)[CH2:9][CH2:8]1)(=[O:3])[CH3:2].[CH3:37][S:38]([OH:41])(=[O:40])=[O:39]>>[CH3:37][S:38]([OH:41])(=[O:40])=[O:39].[C:1]([O:4][CH2:5][C:6](=[O:36])[C@@H:7]1[C@:24]2([CH3:25])[C@H:10]([C@H:11]3[C@H:21]([C:22](=[O:26])[CH2:23]2)[C@:19]2([CH3:20])[C@H:14]([CH2:15][C@H:16]([OH:35])[C@@H:17]([N:27]4[CH2:32][CH2:31][O:30][C:29]([CH3:34])([CH3:33])[CH2:28]4)[CH2:18]2)[CH2:13][CH2:12]3)[CH2:9][CH2:8]1)(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 6395Methanesulfonic AcidHCID 10529493(2beta,3alpha,5alpha)-21-(Acetyloxy)-3-hydroxy-2-(2,2-dimethyl-4-morpholinyl)pregnane-11,20-dione

Product 1

HCID 88359604(2beta,3alpha,5alpha)-21-(Acetyloxy)-3-hydroxy-2-(2,2-dimethyl-4-morpholinyl)pregnane-11,20-dione methanesulfonate

Procedure

With the 21-(acetyloxy) compound of Example 4 and methanesulfonic acid as starting materials, (2β,3α,5α)-21-(acetyloxy)-3-hydroxy-2-(2,2-dimethyl-4-morpholinyl)pregnane-11,20-dione methanesulfonate (1:1) salt was formed. [α]D +99.4° (c 0.81).

Sources & evidence

ORD record
ord-ddfe6adc002343c3ab1602d712f0f949
Source dataset
uspto-grants-1997_01
Patent number
US05593983

Reaction notes

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