تفاعل #47740

معادلة التفاعل

trityl chloride

water

diethylamine

S-(9H-Xanthen-9-yl)cysteine

→

product

المردود 78.0%

Nα-Trityl-S-(9H-xanthen-9-yl)-L-cysteine

المردود 78.0%

المذيبات

chloroform

ظروف التفاعل

المعالجة

1. 1
   أخرىThe reaction mixture was separated
2. 2
   غسيلThe organic phase was washed twice with 4% diethylamine aqueous solution
3. 3
   تجفيفThe organic layer was dried over Na2SO4
4. 4
   أخرىThe drying reagent was removed by filtration
5. 5
   أخرىcondensed to dryness
6. 6
   أخرىby rotary evaporation
7. 7
   درجة الحرارةThe residue was refluxed in 10 ml of a 1:30 mixture of diethyl amine/ethyl alcohol
8. 8
   أخرىThe 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. 9
   أخرىThe ethyl acetate layer was separated
10. 10
    تجفيفwas dried over MgSO4
11. 11
    تركيزwas concentrated

الإجراء التجريبي

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.

المصدر