Hydrochloric Acid → (S)-Benzyl 2-((S)-2-((tert-butoxycarbonyl)amino)-4-phenylbutanamido)-4-methylpentanoate

関与物質

役割	名称	HCID	仕込み量
反応物	Hydrochloric Acid	HCID 313	—
反応物	p-Toluenesulfonic acid	HCID 6101	—
反応物	Diisopropylethylamine	HCID 81531	—
反応物	Benzyl L-leucinate	HCID 6451313	—
反応物	(2S)-2-(((tert-butoxy)carbonyl)amino)-4-phenylbutanoic acid	HCID 7018726	—
反応物	Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)	HCID 9886157	—
溶媒	Dichloromethane	HCID 6344	—
生成物	(S)-Benzyl 2-((S)-2-((tert-butoxycarbonyl)amino)-4-phenylbutanamido)-4-methylpentanoate	HCID 131735341	100%

反応手順

Referring to FIG. 45, DIPEA (2 mL, 12 mmol, 2.7 eq) was added to a mixture of Boc-HoPhe-OH (1.25 g, 4.4 mmol, 1 eq). H-Leu-OBn.TsOH (1.75 g, 4.5 mmol, 1.0 eq) and HATU (2 g, 5 mmol, 1.1 eq) in CH2Cl2 (50 mL) and the mixture was stirred for four hours at RT. The mixture was poured into 0.5N aq. HCl and extracted twice with CH2Cl2. The combined organic extracts were dried over Na2SO4 and concentrated in vacuo. The residue was purified by chromatography (SiO2, 0-30% EtOAc in heptanes) and product (2.7 g, 100%) was isolated as a colorless oil.

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US09315542B2
出典データセット	uspto-grants-2016_04
ORD ID	ord-66bf90c18381461b8ec7fc4f78c1ccf0
出典メモ	uspto-grants-2016_04