1-naphthylmethyl (2S)-2-[[chloro(phenoxy)phosphoryl]amino]propanoate -Drug Synthesis Database

【结构式】

【分子编号】25325

【品名】1-naphthylmethyl (2S)-2-[[chloro(phenoxy)phosphoryl]amino]propanoate

【CA登记号】

【分子式】C₂₀H₁₉ClNO₄P

【分子量】403.801662

【元素组成】C 59.49% H 4.74% Cl 8.78% N 3.47% O 15.85% P 7.67%

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：(I)

Title phosphoramidate was obtained by condensation of phenyl (benzyloxyalanino)phosphorochloridate (I) with 2',3'-dideoxy-2',3'-didehydrothymidine (II) in the presence of N-methylmorpholine in THF at r.t.

参考文献中间体

合成目标

【1】 Balzarini, J.; De Clercq, E.; Sheeka, H.M.; Cahard, D.; McGuigan, C.; Phosphoramidate derivatives of d4T with improved anti-HIV efficacy retain full activity in thymidine kinase-deficient cells. Bioorg Med Chem Lett 1996, 6, 10, 1183.
【2】 McGuigan, C.; Sutton, P.W.; Cahard, D.; Turner, K.; O'Leary, G.; Wang, Y.; Gumbleton, M.; De Clercq, E.; Balzarini, J.; Synthesis, anti-human immunodeficiency virus activity and esterase lability of some novel carboxylic ester-modified phosphoramidate derivatives of stavudine (d4T). Antivir Chem Chemother 1998, 9, 6, 473.

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)	25325	1-naphthylmethyl (2S)-2-[[chloro(phenoxy)phosphoryl]amino]propanoate		C₂₀H₁₉ClNO₄P	详情	详情
(II)	25323	1-[(2R,5S)-5-(hydroxymethyl)-2,5-dihydro-2-furanyl]-5-methyl-2,4(1H,3H)-pyrimidinedione		C₁₀H₁₂N₂O₄	详情	详情

Extended Information