反応 #811982

反応方程式

2-iodoadenosine

diazomethane

tin chloride dihydrate methanol

→

Compound 47

2-iodo-2'-O-methyladenosine

Compound 48

2-iodo-3'-O-methyladenosine

溶媒

1,2-dimethoxyethane

反応条件

後処理

1. 1
   workup.STIRRINGAfter stirring for one hour at room temperature
2. 2
   濃縮the reaction mixture was concentrated to dryness under reduced pressure
3. 3
   洗浄eluted with 40% (V/V) methanol in 0.1% (V/V) aqueous solution of TFA
4. 4
   洗浄First, 2-iodo-2'-O-methyladenosine (Compound 47) was eluted
5. 5
   洗浄2-iodo-3'-O-methyladenosine (Compound 48) was eluted
6. 6
   濃縮Both fractions were concentrated to dryness

実験手順

1.2 g of 2-iodoadenosine was suspended in 150 ml of 1 mmol tin chloride dihydrate/methanol. 50 ml of 0.4-0.5M diazomethane in 1,2-dimethoxyethane was added with stirring. After stirring for one hour at room temperature, the reaction mixture was concentrated to dryness under reduced pressure. The resulting product was applied on ODS column and eluted with 40% (V/V) methanol in 0.1% (V/V) aqueous solution of TFA. First, 2-iodo-2'-O-methyladenosine (Compound 47) was eluted, and then 2-iodo-3'-O-methyladenosine (Compound 48) was eluted. Both fractions were concentrated to dryness to give 135 mg of Compound 47 and 56 mg of Compound 48.

出典