Potassium Carbonate → HCID 86701101, compound

HRID 1396240Notes

Reaction equation

HRID 1396240 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]([NH:19][CH3:20])[S:10]2)[C@H:6]1[O:21]C(=O)C)(=O)C.C(=O)([O-])[O-].[K+].[K+]>CO>[OH:15][CH2:14][C@H:13]1[O:12][C@H:11]2[C@H:7]([N:8]=[C:9]([NH:19][CH3:20])[S:10]2)[CH:6]([OH:21])[C@@H:5]1[OH:4]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 14130746HCID 14130746, compound

Product 1

HCID 86701101HCID 86701101, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of (3aR,5R,6S,7R,7aR)-5-(acetoxymethyl)-2-(methylamino)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazole-6,7-diyl diacetate (150 g, 417 mmol) in methanol (1 L) was treated with potassium carbonate (11.5 g, 83 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 24 was obtained as a yellow solid (85 g, 87%). (ES, m/z): [M+H]+ 235.1; 1H NMR (300 MHz, D2O) δ 6.14-6.16 (d, J=6.3 Hz, 1H), 4.03-4.07 (m, 1H), 3.89-3.92 (m, 1H), 3.65-3.70 (m, 1H), 3.48-3.56 (m, 2H), 3.41-3.45 (m, 1H), 2.69 (s, 3H).

Workup

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

Sources & evidence

ORD record
ord-ac3d6bf4111f4e26ae6f9a39a0825c08
Source dataset
uspto-grants-2014_12
Patent number
US08901087B2

Reaction notes

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