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Benzyloxycarbonylglycine → [(R)-3-(2-Amino-acetylamino)-2-hydroxy-propyl]-cyclohexylmethyl-phosphinic acid
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Benzyloxycarbonylglycine | HCID 14349 | — |
| 反応物 | ((R)-3-amino-2-hydroxy-propyl)-cyclohexylmethyl-phosphinic acid benzyl ester hydrochloride | HCID 68622110 | — |
| 生成物 | [(R)-3-(2-Amino-acetylamino)-2-hydroxy-propyl]-cyclohexylmethyl-phosphinic acid | HCID 11587384 | — |
反応手順
Step 4, Method B of Example 1 was substantially repeated in this Example 2 except for employing ((R)-3-amino-2-hydroxy-propyl)-cyclohexylmethyl-phosphinic acid benzyl ester hydrochloride and N-Cbz-glycine as the starting materials. Subsequent hydrogenation of the resulting benzyl ester in accordance with the procedures of Step 5, Method A of Example 1 yielded the title compound. 1H NMR (CD3OD, 300 MHz): δ 4.18-4.01 (m, 1H), 3.85 (s, 2H), 3.55-3.40 (m, 1H), 3.38-3.22 (m, 1H), 1.91-1.40 (m, 10H), 1.38-0.90 (m, 5H). 31P NMR (CD3OD, 300 MHz): δ 39.92. LCMS m/z: [M+H]+=293.1.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08828974B2 |
| 出典データセット | uspto-grants-2014_09 |
| ORD ID | ord-84ee7b95d41e4231a34c13fb1b2c48d4 |
| 出典メモ | uspto-grants-2014_09 |