反応 #4597

ord-5c4074c08323446d9ace398b44e77c79

反応方程式

COc1c(C)c2c(c(O)c1C/C=C(\C)CCC(=O)O)C(=O)OC2
E-6-(1,3-dihydro-4-hydroxy-6-methoxy-7-methyl-3-oxo-5-isobenzofuranyl)-4-methyl-4-hexenoic acid
O=S(Cl)Cl
thionyl chloride
CN(C)C=O
dimethylformamide
COc1c(C)c2c(c(O)c1C/C=C(\C)CCC(=O)Cl)C(=O)OC2
E-6-(1,3-dihydro-4-hydroxy-6-methoxy-7-methyl-3-oxo-5-isobenzofuranyl)-4-methyl-4-hexenoic acid chloride

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他after which the volatile components were removed under vacuum

実験手順

E-6-(1,3-dihydro-4-hydroxy-6-methoxy-7-methyl-3-oxo-5-isobenzofuranyl)-4-methyl-4-hexenoic acid (mycophenolic acid) (32.0 g) was dissolved in dichloromethane (250 ml), followed by the addition of thionyl chloride (25.0 ml) and dimethylformamide (0.3 ml). The reaction mixture was stirred at room temperature for 3 hours, after which the volatile components were removed under vacuum to afford E-6-(1,3-dihydro-4-hydroxy-6-methoxy-7-methyl-3-oxo-5-isobenzofuranyl)-4-methyl-4-hexenoic acid chloride as an oil.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US04727069uspto-grants-1988_02