N-[(1R,2S)-2-hydroxy-1-(3-methoxyphenyl)propyl]octanamide -Drug Synthesis Database

【结构式】

【分子编号】57796

【品名】N-[(1R,2S)-2-hydroxy-1-(3-methoxyphenyl)propyl]octanamide

【CA登记号】

【分子式】C₁₈H₂₉NO₃

【分子量】307.4332

【元素组成】C 70.32% H 9.51% N 4.56% O 15.61%

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：(III)

The chiral amino alcohol (I) is acylated with octanoic acid (II), using EDC and HOBt, to afford amide (III). The lithium alkoxide of (III) is then phosphorylated by dibenzyl phosphorochloridate, yielding phosphate ester (IV). Benzyl groups cleavage in (IV) is effected by catalytic hydrogenation of (IV) over Pd/C to produce acid (V), which is finally converted to the title disodium salt by treatment with NaOH in EtOH.

参考文献中间体

合成目标

【1】 Matsui, T.; Ohmawari, N. (Ono Pharmaceutical Co., Ltd.); Drugs containing phosphoric acid derivs. as the active ingredient. EP 1156054; US 6495533; WO 0050429 .

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)	57795	(1R,2S)-1-amino-1-(3-methoxyphenyl)-2-propanol		C₁₀H₁₅NO₂	详情	详情
(II)	11091	Octanoic acid	124-07-2	C₈H₁₆O₂	详情	详情
(III)	57796	N-[(1R,2S)-2-hydroxy-1-(3-methoxyphenyl)propyl]octanamide		C₁₈H₂₉NO₃	详情	详情
(IV)	57797	dibenzyl (1S,2R)-2-(3-methoxyphenyl)-1-methyl-2-(octanoylamino)ethyl phosphate		C₃₂H₄₂NO₆P	详情	详情
(V)	57798	(1S,2R)-2-(3-methoxyphenyl)-1-methyl-2-(octanoylamino)ethyl dihydrogen phosphate		C₁₈H₃₀NO₆P	详情	详情

Extended Information