Sodium Sulfate → HCID 68920855, compound

HRID 1808144Notes

Reaction equation

HRID 1808144 reaction equation
[C:1](=[O:26])([O:3][C@@H:4]([C:19]1[S:20][CH2:21][C:22](O)([CH3:24])[N:23]=1)[CH:5]([C:15]([CH3:18])([CH3:17])[CH3:16])[C:6]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[NH:8][CH:7]=1)[NH2:2].S([O-])([O-])(=O)=O.[Na+].[Na+]>C1(C)C=CC=CC=1>[C:1](=[O:26])([O:3][C@@H:4]([C:19]1[S:20][CH:21]=[C:22]([CH3:24])[N:23]=1)[CH:5]([C:15]([CH3:18])([CH3:17])[CH3:16])[C:6]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[NH:8][CH:7]=1)[NH2:2]

Participants

4

Reactant 2

HCID 24436Sodium SulfateHCID 68918267HCID 68918267, compound

Product 1

HCID 68920855HCID 68920855, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of tert-butyl-(1R)-1-(4-hydroxy-4-methyl-4,5-dihydrothiazol-2-yl)-2-(1H-indol-3-yl)ethyl carbamate (7.12 g, 18.9 mmol) in toluol (150 mL) was mixed with sodium sulphate (9.00 g) and stirred for 1 h with reflux. The mixture was filtered, the filtrate concentrated to low volume in a vacuum and the residue purified by flash chromatography (400 g, 20×7.5 cm) with ethyl acetate/cyclohexane (1:2).

Workup

  1. temperaturewith reflux
  2. filtrationThe mixture was filtered
  3. concentrationthe filtrate concentrated to low volume in a vacuum
  4. customthe residue purified by flash chromatography (400 g, 20×7.5 cm) with ethyl acetate/cyclohexane (1:2)

Sources & evidence

ORD record
ord-ab94ca2f4c2a40968ed6f156fa7c1787
Source dataset
uspto-grants-2013_01
Patent number
US08357705B2

Reaction notes

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