関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | 4-Methylmorpholine | HCID 7972 | — |
| 反応物 | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| 反応物 | L-Phenylalanine, 1,1-dimethylethyl ester, hydrochloride (1:1) | HCID 11459563 | — |
| 反応物 | 2-(4-methoxybenzylthio)-pentanoyl-(L)-homophenylalanine | HCID 22950827 | — |
| 反応物 | HCID 178418300 | HCID 178418300 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 溶媒 | Ethyl acetate hexane | HCID 21226206 | — |
| 生成物 | 2-(4-methoxybenzylthio)-pentanoyl-(L)-homophenylalanyl-(L)-phenylalanine t-butyl ester | HCID 54481559 | — |
反応手順
Combine 2-(4-methoxybenzylthio)-pentanoyl-(L)-homophenylalanine (0.14 g, 0.34 mmol), (L)-phenylalanine t-butyl ester hydrochloride salt (0.174 g, 68 mmol), and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (0.13 g, 0.67 mmol) in dichloromethane (5 mL). Add N-methylmorpholine (0.1 mL, 1.01 mmol) and hydroxybenzotriazole (0.091 g, 0.67 mmol). After 3 hours, after 1 hour, partition the reaction mixture between methyl t-butyl ether and an aqueous 5% sulfuric acid solution. Separate the layers, extract the organic layer with a saturated sodium bicarbonate solution and then brine. Dry over Na2SO4, filter, and evaporate in vacuo to give a residue. Chromatograph the residue on silica gel eluting sequentially with 3/1 hexane/ethyl acetate and then 1/1 hexane/ethyl acetate to give the title compound: Rf=0.45 (silica gel, 1/1 ethyl acetate/hexane).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US06352976B1 |
|---|
| 出典データセット | uspto-grants-2002_03 |
|---|
| ORD ID | ord-3efab06d140545abb74c0a66e8be5fb3 |
|---|
| 出典メモ | uspto-grants-2002_03 |
|---|
