4-(benzyloxy)benzoic acid -Drug Synthesis Database

【结构式】

【分子编号】61034

【品名】4-(benzyloxy)benzoic acid

【CA登记号】

【分子式】C₁₄H₁₂O₃

【分子量】228.24748

【元素组成】C 73.67% H 5.3% O 21.03%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号：(VII)

Condensation of p-anisidine (I) with 2-oxazolidinone (II) in hot 2-(2-methoxyethoxy)ethanol affords the N-aryl ethanediamine (III). This is then coupled with the succinimidyl ester of N-Z-L-leucine (IV) to furnish amide (V). The N-carbobenzoxy group of (V) is further removed by catalytic hydrogenation, providing amine (VI), which is finally acylated by 4-(benzyloxy)benzoic acid (VII) by means of HATU to yield the title compound.

参考文献中间体

合成目标

【1】 Altmann, E.; Renaud, J.; Green, J.; Farley, D.; Cutting, B.; Jahnke, W.; Arylaminoethyl amides as novel non-covalent cathepsin K inhibitors. J Med Chem 2002, 45, 12, 2352.
【2】 Missbach, M.; Altmann, E.; Lattmann, R.; Renaud, J. (Novartis AG); Arylaminoalkylamides. WO 0048993 .

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(I)	10478	p-Anisidine; 4-Methoxyaniline; 4-Methoxyphenylamine	104-94-9	C₇H₉NO	详情	详情
(II)	21456	1,3-oxazolidin-2-one	497-25-6	C₃H₅NO₂	详情	详情
(III)	61030	N-(2-aminoethyl)-N-(4-methoxyphenyl)amine; N~1~-(4-methoxyphenyl)-1,2-ethanediamine		C₉H₁₄N₂O	详情	详情
(IV)	61031	benzyl (1S)-1-{[(2,5-dioxo-1-pyrrolidinyl)oxy]carbonyl}-3-methylbutylcarbamate		C₁₈H₂₂N₂O₆	详情	详情
(V)	61032	benzyl (1S)-1-({[2-(4-methoxyanilino)ethyl]amino}carbonyl)-3-methylbutylcarbamate		C₂₃H₃₁N₃O₄	详情	详情
(VI)	61033	(2S)-2-amino-N-[2-(4-methoxyanilino)ethyl]-4-methylpentanamide		C₁₅H₂₅N₃O₂	详情	详情
(VII)	61034	4-(benzyloxy)benzoic acid		C₁₄H₁₂O₃	详情	详情

Extended Information