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HRID 357489作成日:2026年10月25日

Acetic Acid → 2-((2-Amino-6-oxo-1,6-dihydro-9H-purin-9-YL)methoxy)-3-hydroxypropyl propionate, (+-)-

https://huagongshe.com/reaction/357489

反応式

関与物質

役割名称HCID仕込み量
反応物Acetic AcidHCID 176—
反応物Dimethyl SulfoxideHCID 679—
反応物Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 466102—
反応物GanciclovirHCID 135398740—
溶媒EthanolHCID 702—
溶媒Ethyl orthopropionateHCID 66995—
生成物2-((2-Amino-6-oxo-1,6-dihydro-9H-purin-9-YL)methoxy)-3-hydroxypropyl propionate, (+-)-HCID 135515409—

反応手順

To 5 g of 2-(2-amino-1,6-dihydro-6-oxo-purin-9-yl)methoxy-1,3-propanediol (ganciclovir) in 20 ml of triethyl orthopropionate was added 5 ml of dimethylsulfoxide (DMSO) and 0.25 g of pyridinium p-toluenesulfonate (PPTS). The slurry was stirred at room temperature for 4.5 hours. 70% Aqueous acetic acid (10 ml) was added and the mixture was stirred for 2 hours. Then 30 ml of ethanol was added, the mixture was stirred for another 0.5 hour and filtered. The white solid was washed twice with 50 ml each of ethanol and air dried to give 4.77 g of product. 1H-NMR: δ 0.9 (t,3H), 2.05 (q,2H), 3.32 (m,2H), 3.8 (m,1H), 3.85 (dd,1H), 4.0 (dd,1H), 4.8 (t,1H), 5.35 (ad,2H), 6.45 (br s, 2H), 7.75 (s,1H), 10.6 (s,1H).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US05840890
出典データセットuspto-grants-1998_11
ORD IDord-81e27642f03d494a8ee70acca574f75e
出典メモuspto-grants-1998_11