Hydrochloric Acid → HCID 57827328, compound

HRID 1693244Notes

Reaction equation

HRID 1693244 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-36b044f3b26a4e7eb47cf74e4fb6b260
Source dataset
uspto-grants-2012_04
Patent number
US08158620B2

Reaction notes

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