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HRID 35144作成日:2026年10月25日

L-Leucine → L-Leucine

https://huagongshe.com/reaction/35144

反応式

関与物質

役割名称HCID仕込み量
反応物L-LeucineHCID 6106—
反応物Trifluoroacetic acidHCID 6422—
反応物DiisopropylcarbodiimideHCID 12734—
反応物L-Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]-HCID 77857—
反応物L-Leucine, N-((1,1-dimethylethoxy)carbonyl)-HCID 83170—
溶媒DichloromethaneHCID 6344—
溶媒DiisopropylethylamineHCID 81531—
生成物L-LeucineHCID 6106—
生成物L-PhenylalanineHCID 6140—

反応手順

A dipeptide of L-leucine and L-phenylalanine was prepared using the above described resin. N-(tert-butyloxycarbonyl)-L-leucine was coupled using the procedure of Example 1. Amino acid analysis of this resin showed a leucine content of 0.75 meq/g. When treated with 45% trifluoroacetic acid to deprotect and cap the residual sulfide as in Example 1, the leucine content dropped to 0.49 meq/g. A sample of this resin (0.994 g, 0.49 mmol) was washed twice with a solution of 10% diisopropyl ethylamine in methylene chloride, followed by three washes with methylene chloride to neutralize the resin. The resin was coupled with N(tert-butyloxycarbonyl)-L-phenylalanine by suspending the resin in 10 ml methylene chloride and adding 464 mg (1.75 mmol) N-(tert-butyloxycarbonyl)-L-phenylalanine and 0.27 ml (235 mg, 1.86 mmol) N,N-diisopropylcarbodiimide. After shaking for two hours, the resin was washed three times with methylene chloride and dried under vacuum. Amino acid analysis showed the leucine content to be 0.40 meq/g and the phenylalanine content to be 0.40 meq/g.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US04764595
出典データセットuspto-grants-1988_08
ORD IDord-3dd2675b0d0549adad9407b00880dd04
出典メモuspto-grants-1988_08