関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Potassium Phosphate, Tribasic | HCID 62657 | — |
| 反応物 | Diisopropylethylamine | HCID 81531 | — |
| 反応物 | Methanesulfonic anhydride | HCID 81560 | — |
| 反応物 | N(alpha), N-(im)-Di-Boc-L-histidine methyl ester | HCID 10904703 | — |
| 反応物 | (4-Methoxy-3-methylphenyl)methanol | HCID 14457544 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 3-(3-methyl-4-methoxyphenyl)methyl-N-BOC-histidine methyl ester | HCID 18631280 | — |
反応手順
A solution of 10.8 g methanesulfonic anhydride in 120 mL dichloromethane is chilled to -50° C. and treated dropwise with a solution of 9.4 g 3-methyl-4-methoxybenzyl alcohol, 10.8 mL diisopropylethylamine and 80 mL dichloromethane. The resulting solution is warmed to -25° C. over 30 min and treated dropwise with 20.0 g N,1-bis-BOC-histidine methyl ester dissolved in 125 mL dichloromethane. The mixture is then allowed to warm to 25° C. over 4 hr, stirring at this temperature 24 hr. The reaction mixture is poured into 700 mL 0.25M, pH=7 potassium phosphate buffer and the organic layer is separated, dried and evaporated. Chromatography on silica gel, eluting with chloroformmethanol (99:1) gives 3-(3-methyl-4-methoxyphenyl)methyl-N-BOC-histidine methyl ester as a gum. NMR (CDCl3) 1.43 (s,9H,t-Bu).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US04812462 |
|---|
| 出典データセット | uspto-grants-1989_03 |
|---|
| ORD ID | ord-f659c5288ab54b87980308e431266723 |
|---|
| 出典メモ | uspto-grants-1989_03 |
|---|
