N-[(2S)-3-[((2R,3R,4R,5R,6R)-4,5-bis(acetoxy)-6-[(acetoxy)methyl]-3-[[(3R)-3-(tetradecanoyloxy)tetradecanoyl]amino]tetrahydro-2H-pyran-2-yl)oxy]-2-(tetradecanoylamino)propanoyl]-beta-alanine -Drug Synthesis Database

【结构式】

【分子编号】41414

【品名】N-[(2S)-3-[((2R,3R,4R,5R,6R)-4,5-bis(acetoxy)-6-[(acetoxy)methyl]-3-[[(3R)-3-(tetradecanoyloxy)tetradecanoyl]amino]tetrahydro-2H-pyran-2-yl)oxy]-2-(tetradecanoylamino)propanoyl]-beta-alanine

【CA登记号】

【分子式】C₆₀H₁₀₇N₃O₁₅

【分子量】1110.5208

【元素组成】C 64.89% H 9.71% N 3.78% O 21.61%

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：(X)

Intermediate (VII) was coupled with beta-alanine benzyl ester (VIII) to give amide (IX). After hydrogenolysis of the benzyl ester of (IX), the acetate esters were removed by treatment with ammonia in MeOH, THF.

参考文献中间体

合成目标

【1】 Miyajima, K.; Nekado, T.; Ikeda, K.; Achiwa, K.; Synthesis of Tn, sialyl Tn and HIV-1-derived peptide antigen conjugates having a lipid A analog as an immunoadjuvant for synthetic vaccines. Chem Pharm Bull 1998, 46, 11, 1676.
【2】 Ikeda, K.; et al.; Lipid A and related compounds. XXXVII. Determination of favorable binding linkages of lipid A analog to antigen moiety for synthetic vaccines. Chem Pharm Bull 2000, 48, 1, 32.
【3】 Miyajima, K.; et al.; Synthesis of TN and sialyl TN antigen-lipid an analog conjugates for synthetic vaccines. Chem Pharm Bull 1997, 45, 9, 1544.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(VII)	41412	(2S)-3-[((2R,3R,4R,5R,6R)-4,5-bis(acetoxy)-6-[(acetoxy)methyl]-3-[[(3R)-3-(tetradecanoyloxy)tetradecanoyl]amino]tetrahydro-2H-pyran-2-yl)oxy]-2-(tetradecanoylamino)propionic acid		C₅₇H₁₀₂N₂O₁₄	详情	详情
(VIII)	30194	benzyl 3-aminopropanoate	27019-47-2	C₁₀H₁₃NO₂	详情	详情
(IX)	41413	(1R)-1-[2-[((2R,3R,4R,5R,6R)-4,5-bis(acetoxy)-6-[(acetoxy)methyl]-2-[[(2S)-3-[[3-(benzyloxy)-3-oxopropyl]amino]-3-oxo-2-(tetradecanoylamino)propyl]oxy]tetrahydro-2H-pyran-3-yl)amino]-2-oxoethyl]dodecyl myristate		C₆₇H₁₁₃N₃O₁₅	详情	详情
(X)	41414	N-[(2S)-3-[((2R,3R,4R,5R,6R)-4,5-bis(acetoxy)-6-[(acetoxy)methyl]-3-[[(3R)-3-(tetradecanoyloxy)tetradecanoyl]amino]tetrahydro-2H-pyran-2-yl)oxy]-2-(tetradecanoylamino)propanoyl]-beta-alanine		C₆₀H₁₀₇N₃O₁₅	详情	详情

Extended Information