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Phthalic Anhydride → (2S)-5-(Benzyloxy)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-5-oxopentanoic acid
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Phthalic Anhydride | HCID 6811 | — |
| 反応物 | L-Glutamic acid, 5-(phenylmethyl) ester | HCID 122337 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 生成物 | (2S)-5-(Benzyloxy)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-5-oxopentanoic acid | HCID 11100670 | 60.5% |
反応手順
16 g of L-glutamic acid γ-benzyl ester and 11 g of phthalic anhydride, both finely powdered, were stirred in 20 ml of toluene at reflux temperature for 2 hours. 50 ml of toluene were added and the mixture was evaporated. A further 80 ml of toluene were then added and the mixture was left to crystallize. Recrystallization from toluene yielded 15 g of α(S)-(2-benzyloxycarbonylethyl)-1,3-dihydro-1,3-dioxo-2-isoindoleacetic acid of melting point 96°-98° C.; [α]D20 =-50.4° (c=1 in methanol).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04772701 |
| 出典データセット | uspto-grants-1988_09 |
| ORD ID | ord-53de2e23dd3245e084f4c8875811a97d |
| 出典メモ | uspto-grants-1988_09 |