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4-Methylmorpholine → N-Boc-(2S,3S)-(-)-2-Amino-3-methyl-1-pentanol
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 4-Methylmorpholine | HCID 7972 | — |
| 反応物 | Isobutyl chloroformate | HCID 62365 | — |
| 反応物 | tert-Butoxycarbonyl-L-isoleucine | HCID 2724762 | — |
| 溶媒 | 1,2-Dimethoxyethane | HCID 8071 | — |
| 生成物 | N-Boc-(2S,3S)-(-)-2-Amino-3-methyl-1-pentanol | HCID 14237729 | 92.2% |
反応手順
In 5 ml of 1,2-dimethoxyethane (DME), 1.201 g of Boc-Ile-OH.1/2H2O was dissolved and 550 μl of N-methylmorpholine and 650 μl of isobutyl chloroformate were successively added dropwise at −15° C. After stirring for 1 min, the formed N-methylmorpholine hydrochloride was filtered off and washed twice with 2.5 ml each of DME. The filtrate and washings were combined and 284 mg of sodium borohydride in 2.5 ml of water was added in one portion. After 30 sec, 125 ml of water was added and the mixture was extracted with 25 ml of ethyl acetate and dried over anhydrous sodium sulfate. The dried solution was evaporated under reduced pressure to give 1.040 g of the title compound.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06313094B1 |
| 出典データセット | uspto-grants-2001_11 |
| ORD ID | ord-72b98dec643b46d8ac77cd6fa3033ca8 |
| 出典メモ | uspto-grants-2001_11 |