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methyl (2S)-2-amino-6-(phenylmethoxycarbonylamino)hexanoate → N-[3-(1-Naphthalenyl)-2-(1-naphthalenylmethyl)-1-oxopropyl]-N6-[(phenylmethoxy)carbonyl]-L-lysine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | methyl (2S)-2-amino-6-(phenylmethoxycarbonylamino)hexanoate | HCID 6994982 | — |
| 反応物 | isopropyl (2RS,3S)-3-amino-2-hydroxy-5-methylhexanoate hydrochloride | HCID 13913909 | — |
| 反応物 | Z-His(Trt)-OH | HCID 15545280 | — |
| 生成物 | N-[3-(1-Naphthalenyl)-2-(1-naphthalenylmethyl)-1-oxopropyl]-N6-[(phenylmethoxy)carbonyl]-L-lysine | HCID 15177038 | — |
反応手順
In process analogous to Example H by substituting α-(1-naphthalenylmethyl)-1-naphthalenepropanoic acid (obtained by reacating di-tertiary-butylmalonate (one equivalent) with 1-chloromethylnaphthylene (two equivalents) and sodium hydride (two equivalents) followed by refluxing in acetic acid) for N-[(phenylmethoxy)carbonyl]-1-(triphenylmethyl)-L-histidine and Nε -carbobenzoxy-lysine, methyl ester for (3S)-3-amino-2-hydroxy-5-methylhexanoic acid, 1-methylethyl ester, monohydrochloride (mixture of isomers at hydroxy center) one obtains the methyl ester of the title compound which is then hydrolyzed with sodium hydroxide in aqueous methanol to afford the title compound.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05135914 |
| 出典データセット | uspto-grants-1992_08 |
| ORD ID | ord-6eb3dad8b6f74fb59c1c86d3db3d02d0 |
| 出典メモ | uspto-grants-1992_08 |