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HRID 76971作成日:2026年10月24日

Dicyclohexylcarbodiimide → HCID 59401188、化合物

https://huagongshe.com/ja/reaction/76971

反応式

関与物質

役割名称HCID仕込み量
反応物DicyclohexylcarbodiimideHCID 10868—
反応物1-HydroxybenzotriazoleHCID 75771—
反応物L-Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]-HCID 77857—
反応物3-Quinuclidinol, (-)-HCID 91404—
溶媒TetrahydrofuranHCID 8028—
生成物HCID 59401188HCID 5940118880%

反応手順

To a solution of (S)-2-(tert-butoxycarbonylamino)-3-phenylpropanoic acid (1.03 g, 3.81 mmol) in THF (70 mL), are added DCC (1.03 g, 4.91 mmol), HOBt (660 mg, 4.90 mmol) and 3(R)-quinuclidinol (1.18 g, 9.48 mmol) and the resulting mixture is stirred for 12 hours at RT under nitrogen flowstream (LC-MS monitoring: complete conversion). The solvent is evaporated and the residue is partitioned between EtOAc (100 mL) and 2M K2CO3 (50 mL); the organic layer is separated, washed with brine and dried over Na2SO4. The resulting crude is purified by flash chromatography (DCM/MeOH=95/5, 0.1% NH3 (aq.)) to obtain 1.12 g of I19 (80% yield).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08835682B2
出典データセットuspto-grants-2014_09
ORD IDord-0857f016133b479ea8a06b8bbeb5fae3
出典メモuspto-grants-2014_09