反応 #6401

反応方程式

17-ethyl-1,14-dihydroxy-12-[2'-(4"-(3'"-dioxolanylphenyloxy)-3"-methoxycyclohexyl)-1'-methylvinyl]-23,25-dimethoxy-13,19,21,27-tetramethyl-11,28-dioxa-4-azatricyclo[22.3.1.04,9 ]-octacos-18-ene-2,3,10,16-tetraone

p-toluensulfonic acid

→

title compound

収率 31.5%

17-Ethyl-1,14-dihydroxy-12-[2'-(4"-(3'"-formylphenyloxy)-3"-methoxycyclohexyl)-1'-methylvinyl]-23,25-dimethoxy-13,19,21,27-tetramethyl-11,28-dioxa-4-azatricyclo[22.3.1.04,9 ]octacos-18-ene-2,3,10,16-tetraone

収率 31.5%

溶媒

methanol

反応条件

後処理

1. 1
   その他After 20 minutes the reaction was quenched by the addition of 2 ml saturated sodium bicarbonate
2. 2
   抽出extracted with methylene chloride
3. 3
   洗浄washed with brine
4. 4
   乾燥The combined organics were dried over magnesium sulfate
5. 5
   その他the concentrate purified by preparative tlc on silica gel (2:1, hexane/acetone)

実験手順

To a solution of 17-ethyl-1,14-dihydroxy-12-[2'-(4"-(3'"-dioxolanylphenyloxy)-3"-methoxycyclohexyl)-1'-methylvinyl]-23,25-dimethoxy-13,19,21,27-tetramethyl-11,28-dioxa-4-azatricyclo[22.3.1.04,9 ]-octacos-18-ene-2,3,10,16-tetraone (20 mg in 1 ml methylene chloride) was added 1 ml of a 2.2% solution of p-toluensulfonic acid in methanol and the mixture stirred at room temperature. After 20 minutes the reaction was quenched by the addition of 2 ml saturated sodium bicarbonate, extracted with methylene chloride and washed with brine. The combined organics were dried over magnesium sulfate and the concentrate purified by preparative tlc on silica gel (2:1, hexane/acetone) to give the title compound (6 mg).

出典