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Dimethylethylamine → HCID 86762230、化合物
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Dimethylethylamine | HCID 11723 | — |
| 反応物 | Acetonitrile methanol | HCID 21959252 | — |
| 反応物 | Racemic Benzyl 2-benzamido-7a-phenyl-4,4a,5,7-tetrahydropyrrolo[3,4-d][1,3]thiazine-6-carboxylate | HCID 89832302 | — |
| 溶媒 | Carbon Dioxide | HCID 280 | — |
| 生成物 | HCID 86762230 | HCID 86762230 | 37.4% |
反応手順
Racemic benzyl 2-benzamido-7a-phenyl-4,4a,5,7-tetrahydropyrrolo[3,4-d][1,3]thiazine-6-carboxylate (30 g, 63 mmol) is chirally purified by SFC: (Column: Chiralpak IC 2.1×25 cm; eluent: 40% methanol/acetonitrile (8/2) with 0.2% dimethylethyl amine in CO2; flow: 70 mL/min at UV 284 nm). The second eluting isomer is the title compound (11.1 g, 37%, >98% ee). Chiral analysis of the isolated isomer 2: Chiralpak IC 0.46×10 cm, 5 μm; eluent: 40% methanol/acetonitrile (8/2) with 0.2% dimethyl ethyl amine in CO2; flow: 5 mL/min at UV 215 nm. Rt=3.2 minutes. [α]D20=−88 (C=1.0, methanol), ES/MS (m/e) 372 (M+H)
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08889856B2 |
| 出典データセット | uspto-grants-2014_11 |
| ORD ID | ord-b3e03c3bf2a14cd99f884f15258ef18c |
| 出典メモ | uspto-grants-2014_11 |