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HRID 1490128作成日:2026年10月26日

4-Methylmorpholine → N-Boc-S-(cyanomethyl)-L-cysteine-L-proline-O-benzyl ester

https://huagongshe.com/reaction/1490128

反応式

関与物質

役割名称HCID仕込み量
反応物4-MethylmorpholineHCID 7972—
反応物Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 151348—
反応物Proline benzyl ester hydrochlorideHCID 2733413—
反応物(R)-2-((tert-butoxycarbonyl)amino)-3-((cyanomethyl)thio)propanoic acidHCID 22874698—
溶媒DimethylformamideHCID 6228—
溶媒AcetonitrileHCID 6342—
溶媒Ethyl AcetateHCID 8857—
生成物N-Boc-S-(cyanomethyl)-L-cysteine-L-proline-O-benzyl esterHCID 131720088—

反応手順

The compound of Example 71 (24.72, 95.06 mmole) and L-proline-O-benzyl ester hydrochloride (22.98 g, 95.06 mmole) are suspended in 140 mL of acetonitrile and 120 mL of DMF at 0° C., then BOP (42.0 g, 95.06 mmole) and NMM (28.84 g, 285.18 mmole) are added. The ice bath is removed after 30 minutes and the reaction is stirred for 18 hours at room temperature. The reaction mixture is reduced in volume under vacuum at 25° C. to give a residue. The residue is taken up in 200 mL ethyl acetate, and is washed successively with 1N hydrochloric acid (1×50 mL) saturated sodium bicarbonate 1×50 mL) and brine (1×50 mL). After drying with MgSO4, the solvent is evaporated under vacuum to give the title compound.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US05681844
出典データセットuspto-grants-1997_10
ORD IDord-1db4c1b9528b406fa92544970b4a7b98
出典メモuspto-grants-1997_10