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

HRID 233523Notes

Reaction equation

HRID 233523 reaction equation
[CH3:1][S:2]([OH:5])(=[O:4])=[O:3].[OH:6][C@@H:7]1[C@@H:29]([N:30]2[CH2:35][CH2:34][O:33][C:32]([CH3:37])([CH3:36])[CH2:31]2)[CH2:28][C@@:27]2([CH3:38])[C@@H:9]([CH2:10][CH2:11][C@@H:12]3[C@@H:26]2[CH2:25][CH2:24][C@@:23]2([CH3:39])[C@H:13]3[CH2:14][CH2:15][C@@H:16]2[C:17](=[O:22])[CH2:18][S:19][C:20]#[N:21])[CH2:8]1>CO>[CH3:1][S:2]([OH:5])(=[O:4])=[O:3].[OH:6][C@@H:7]1[C@@H:29]([N:30]2[CH2:35][CH2:34][O:33][C:32]([CH3:37])([CH3:36])[CH2:31]2)[CH2:28][C@@:27]2([CH3:38])[C@@H:9]([CH2:10][CH2:11][C@@H:12]3[C@@H:26]2[CH2:25][CH2:24][C@@:23]2([CH3:39])[C@H:13]3[CH2:14][CH2:15][C@@H:16]2[C:17](=[O:22])[CH2:18][S:19][C:20]#[N:21])[CH2:8]1

Participants

4

Reactant 2

HCID 6395Methanesulfonic AcidHCID 53898985(2beta,3alpha,5alpha)-3-Hydroxy-2-(2,2-dimethyl-4-morpholinyl)-21-thiocyanatopregnan-20-one

Product 1

HCID 86750182(2beta,3alpha,5alpha)-3-Hydroxy-2-(2,2-dimethyl-4-morpholinyl)-21-thiocyanatopregnan-20-one methanesulfonate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of methanesulfonic acid (88 mg) in methanol (100 ml) was added to (2β,3α,5α)-3-hydroxy-2-(2,2-dimethyl-4-morpholinyl)-21-thiocyanatopregnan-20-one (445 mg) and the solvent was removed from the resulting solution to give (2β,3α,5α)-3-hydroxy-2-(2,2-dimethyl-4-morpholinyl)-21-thiocyanatopregnan-20-one methanesulfonate (1:1) salt (432 mg). [α]D +100.8° (c 0.4).

Workup

  1. customthe solvent was removed from the resulting solution

Sources & evidence

ORD record
ord-132bec7c42d34b4898a935ec5e7f74b5
Source dataset
uspto-grants-1997_01
Patent number
US05593983

Reaction notes

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