Citric Acid → HCID 131719789, compound

HRID 233511Notes

Reaction equation

HRID 233511 reaction equation
[C:1]([OH:13])(=[O:12])[CH2:2][C:3]([CH2:8][C:9]([OH:11])=[O:10])([C:5]([OH:7])=[O:6])[OH:4].[OH:14][C@@H:15]1[C@@H:34]([N:35]2[CH2:40][CH2:39][O:38][C:37]([CH3:42])([CH3:41])[CH2:36]2)[CH2:33][C@@:32]2([CH3:43])[C@@H:17]([CH2:18][CH2:19][C@@H:20]3[C@@H:31]2[CH2:30][CH2:29][C@@:28]2([CH3:44])[C@H:21]3[CH2:22][CH2:23][C@@H:24]2[C:25](=[O:27])[CH3:26])[CH2:16]1>CO>[OH:14][C@@H:15]1[C@@H:34]([N:35]2[CH2:40][CH2:39][O:38][C:37]([CH3:42])([CH3:41])[CH2:36]2)[CH2:33][C@@:32]2([CH3:43])[C@@H:17]([CH2:18][CH2:19][C@@H:20]3[C@@H:31]2[CH2:30][CH2:29][C@@:28]2([CH3:44])[C@H:21]3[CH2:22][CH2:23][C@@H:24]2[C:25](=[O:27])[CH3:26])[CH2:16]1.[OH:4][C:3]([C:5]([O-:7])=[O:6])([CH2:8][C:9]([O-:11])=[O:10])[CH2:2][C:1]([O-:13])=[O:12]

Participants

4

Reactant 2

HCID 311Citric AcidHCID 10765151HCID 10765151, compound

Product 1

HCID 131719789HCID 131719789, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

A solution of citric acid (141 mg) in methanol (20 ml) was added to a solution of the 2-(2,2-dimethyl-4-morpholinyl) compound of Example 12 (290 mg) in methanol (20 ml). The solvent was removed under reduced pressure to afford (2β,3α,5α)-3-hydroxy-2-(2,2-dimethyl-4-morpholinyl)-pregnan-20-one 2-hydroxy-1,2,3-propanetricarboxylate (1:1) salt (430 mg). [α]D +99.5° (c 1.0).

Workup

  1. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-f879d6d679074bbb9378e15fdca89e34
Source dataset
uspto-grants-1997_01
Patent number
US05593983

Reaction notes

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