Potassium Carbonate → HCID 10848161, compound

HRID 1396228Notes

Reaction equation

HRID 1396228 reaction equation
C([O:4][C@@H:5]1[C@@H:13]([CH2:14][O:15]C(=O)C)[O:12][C@H:11]2[C@H:7]([N:8]=[C:9]([N:19]([CH3:21])[CH3:20])[S:10]2)[C@H:6]1[O:22]C(=O)C)(=O)C.C(=O)([O-])[O-].[K+].[K+]>CO>[CH3:20][N:19]([CH3:21])[C:9]1[S:10][C@H:11]2[O:12][C@H:13]([CH2:14][OH:15])[C@@H:5]([OH:4])[C@H:6]([OH:22])[C@H:7]2[N:8]=1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 59153237HCID 59153237, compound

Product 1

HCID 10848161HCID 10848161, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of (3aR,5R,6S,7R,7aR)-5-(acetoxymethyl)-2-(dimethylamino)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazole-6,7-diyl diacetate (1.65 g, 4.41 mmol) in methanol (20 mL) was added potassium carbonate (25 mg, 0.18 mmol). The resulting mixture was stirred overnight at room temperature to yield a solid. This was collected by filtration, washed with cold methanol and dried. The product 7 was obtained as a light yellow solid (1.05 g, 94%). (ES, m/z): [M+H]+ 248.9; 1H NMR (300 MHz, CDCl3) δ 6.33-6.35 (d, J=6.3 Hz, 1H), 4.29-4.33 (t, J=6.0 Hz, 1H), 4.16 (s, 1H), 3.76-3.89 (m, 2H), 3.70 (s, 2H), 3.03 (s, 6H).

Workup

  1. customto yield a solid
  2. filtrationThis was collected by filtration
  3. washwashed with cold methanol
  4. customdried

Sources & evidence

ORD record
ord-63a4e1afd77c40cfa5f5d67a6e4eeae8
Source dataset
uspto-grants-2014_12
Patent number
US08901087B2

Reaction notes

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