Reacción #1526808

Ecuación de reacción

calcium pantothenate

1-hydroxybenzotriazole

dicyclohexylcarbodiimide

cystamine dihydrocloride

→

pantethine

Rendimiento 69.2%

Disolventes

pyridine

benzene

water

pyridine

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroat a time, and then this was subjected to reaction at a temperature below 10° C for 1 hour
2. 2
   Otroto reaction at a room temperature for 5 hours
3. 3
   OtroThen the solvent was removed at a reduced pressure
4. 4
   workup.ADDITIONthe residue thereof was added with 50ml
5. 5
   Otrowere removed by filtration
6. 6
   workup.WAITPyridine left in the filtered mother liquor
7. 7
   Otrowas completely removed azeotropically with water
8. 8
   workup.ADDITIONThe residue thereof was added with 50ml
9. 9
   Temperaturaof water, and after cooling it
10. 10
    Otrothe deposited crystals was removed by filtration
11. 11
    Extracciónextracted two times with 20ml
12. 12
    Lavadoof strong basic anion exchanger resin (Amberlite 1RA-410) [OH-], and washed out with water
13. 13
    ConcentraciónThe eluted solution was concentrated under a reduced pressure
14. 14
    Otroto freeze drying

Procedimiento

11.9g. of calcium pantothenate, 5.6g. of cystamine dihydrocloride and 7.7g. of 1-hydroxybenzotriazole were dissolved in a mixed solvent of 50ml. of pyridine, 10ml. of water and 25ml. of benzene, and thereafter pyridine (25ml.) solution of 10.5g. of dicyclohexylcarbodiimide was added thereto at a time, and then this was subjected to reaction at a temperature below 10° C for 1 hour and thereafter to reaction at a room temperature for 5 hours. Then the solvent was removed at a reduced pressure, and the residue thereof was added with 50ml. of water and the resultant deposited crystals were removed by filtration. Pyridine left in the filtered mother liquor was completely removed azeotropically with water. The residue thereof was added with 50ml. of water, and after cooling it, the deposited crystals was removed by filtration, and extracted two times with 20ml. of chloroform. The water layer was passed through a monobed column composed of 78ml. of strong acidic cation exchanger resin (Amberlite 1R-120B) [H+] and 150ml. of strong basic anion exchanger resin (Amberlite 1RA-410) [OH-], and washed out with water. The presence of the objective compound in the flowed out liquid was traced by refractometer. The eluted solution was concentrated under a reduced pressure and subjected to freeze drying, and thereby 9.6g. of pantethine in the form of pulverized crystal was obtained (69.2% yield).

Fuente