Water → Nalpha-Trityl-S-(9H-xanthen-9-yl)-L-cysteine

Temperatur

4 °C

A sample of 1.0 g of S-(9H-Xanthen-9-yl)cysteine (3.3 mmole) from Example 4 was dissolved in 10 ml of chloroform. To the solution was added 1.5 ml of water and 1.5 ml of diethylamine. The mixture was cooled to 4° C. by an ice bath and 0.98 g of trityl chloride (3.5 mmole) was added in portions over a period of 30 min. After 2 h of stirring at room temperature. The reaction mixture was separated. The organic phase was washed twice with 4% diethylamine aqueous solution. The organic layer was dried over Na2SO4. The drying reagent was removed by filtration and the filtrate was condensed to dryness by rotary evaporation. The residue was refluxed in 10 ml of a 1:30 mixture of diethyl amine/ethyl alcohol. The resultant diethyl ammonium salt was partitioned between 10 ml of ethyl acetate and 7 ml of 5% aqueous KHSO4 and 7 ml of water. The ethyl acetate layer was separated and was dried over MgSO4 and was concentrated to get 1.4 g of product.

1. customThe reaction mixture was separated
2. washThe organic phase was washed twice with 4% diethylamine aqueous solution
3. dry with materialThe organic layer was dried over Na2SO4
4. customThe drying reagent was removed by filtration
5. customcondensed to dryness
6. customby rotary evaporation
7. temperatureThe residue was refluxed in 10 ml of a 1:30 mixture of diethyl amine/ethyl alcohol
8. customThe resultant diethyl ammonium salt was partitioned between 10 ml of ethyl acetate and 7 ml of 5% aqueous KHSO4 and 7 ml of water
9. customThe ethyl acetate layer was separated
10. dry with materialwas dried over MgSO4
11. concentrationwas concentrated

ORD-Eintrag

ord-92954937813a4d2a95d4030fa83e8f21

Quelldatensatz

uspto-grants-2010_06

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07745392B2