Citric Acid → HCID 86750169, compound

HRID 233497Notes

Reaction equation

HRID 233497 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[C:30](=[O:44])[CH2:29][C@@:28]2([CH3:45])[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[C:30](=[O:44])[CH2:29][C@@:28]2([CH3:45])[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 9803583Org-21465

Product 1

HCID 86750169HCID 86750169, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

A solution of citric acid (368 mg) in methanol (4 ml) was added to a solution of (2β,3α,5α)-3-hydroxy-2-(2,2-dimethyl-4-morpholinyl)pregnane-11,20-dione of Example 1 (854 mg) in methanol (6 ml). The solvent was removed under reduced pressure to give (2β,3α,5α)-3-hydroxy-2-(2,2-dimethyl-4-morpholinyl)-pregnane-11,20-dione 2-hydroxy-1,2,3-propanetricarboxylate (1:1) salt (1.22 g). [α]D +96.6° (c 1.03).

Workup

  1. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-75b12a5cd8d047179963e81c9bb980b3
Source dataset
uspto-grants-1997_01
Patent number
US05593983

Reaction notes

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