Hydrochloric Acid → HCID 57827328, compound

HRID 1842162Notes

Reaction equation

HRID 1842162 reaction equation
Cl.C(=[N:15][C:16]1[CH:17]=[C:18]([C@:22]23[CH2:30][CH2:29][O:28][CH2:27][C@H:26]2[S:25][C:24]([NH:31][C:32](=[O:38])[O:33][C:34]([CH3:37])([CH3:36])[CH3:35])=[N:23]3)[CH:19]=[CH:20][CH:21]=1)(C1C=CC=CC=1)C1C=CC=CC=1.C(=O)(O)[O-].[Na+]>CCOCC>[NH2:15][C:16]1[CH:17]=[C:18]([C@:22]23[CH2:30][CH2:29][O:28][CH2:27][C@H:26]2[S:25][C:24]([NH:31][C:32](=[O:38])[O:33][C:34]([CH3:36])([CH3:35])[CH3:37])=[N:23]3)[CH:19]=[CH:20][CH:21]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 57827439HCID 57827439, compound

Product 1

HCID 57827328HCID 57827328, compoundYield 68.6%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

1 N hydrochloric acid (1 mL) was added to a solution of tert-butyl(±)-{(3aS*,7aR*)-7a-[3-(benzhydrylidene-amino)phenyl]-3a,6,7,7a-tetrahydro-4H-pyrano[4,3-d]thiazol-2-yl}carbamate (165 mg) in ether (1 mL), and the mixture was stirred at room temperature for one hour. The reaction solution was neutralized with a sodium bicarbonate solution, the organic layer was dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by NH-silica gel column chromatography to obtain the title compound (77 mg).

Workup

  1. dry with materialthe organic layer was dried over anhydrous magnesium sulfate
  2. customThe solvent was evaporated under reduced pressure
  3. customthe residue was purified by NH-silica gel column chromatography

Sources & evidence

ORD record
ord-8aed361314144a6e8c249e801acc6c32
Source dataset
uspto-grants-2015_02
Patent number
US08946211B2

Reaction notes

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