4-[[(1S,2S)-1-benzyl-3-((4R)-5,5-dimethyl-4-[[(2-methylbenzyl)amino]carbonyl]-1,3-thiazolidin-3-yl)-2-hydroxy-3-oxopropyl]amino]-2,2-dimethyl-4-oxobutyric acid -Drug Synthesis Database

【结构式】

【分子编号】51182

【品名】4-[[(1S,2S)-1-benzyl-3-((4R)-5,5-dimethyl-4-[[(2-methylbenzyl)amino]carbonyl]-1,3-thiazolidin-3-yl)-2-hydroxy-3-oxopropyl]amino]-2,2-dimethyl-4-oxobutyric acid

【CA登记号】

【分子式】C₃₀H₃₉N₃O₆S

【分子量】569.72228

【元素组成】C 63.25% H 6.9% N 7.38% O 16.85% S 5.63%

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 title compound was prepared following two alternative synthetic sequences: Condensation of the known dipeptide amide (I) with 2,2-dimethylsuccinic anhydride (II) in the presence of DMAP produced regioselectively the succinic monoamide (III). This was then coupled to AZT (IV) by using DCC and DMAP to furnish the corresponding AZT ester.

参考文献中间体

合成目标

【1】 Kimura, T.; Matsuda, T.; Akaji, K.; Kiso, Y.; Matsumoto, H.; Hamawaki, T.; Synthesis and activity of a new type of anti-HIV agents, conjugate of HIV protease inhibitor with reverse transcriptase inhibitor. Pept Sci 1999, 305.
【2】 Kimura, T.; Kiso, Y.; Matsumoto, H.; Akaji, K.; Hamawaki, T.; Matsuda, T.; A new class of anti-HIV agents: Synthesis and activity of conjugates of HIV protease inhibitors with a reverse transcriptase inhibitor. Bioorg Med Chem Lett 1999, 9, 6, 803.

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)	51181	(4R)-3-[(2S,3S)-3-amino-2-hydroxy-4-phenylbutanoyl]-5,5-dimethyl-N-(2-methylbenzyl)-1,3-thiazolidine-4-carboxamide		C₂₄H₃₁N₃O₃S	详情	详情
(II)	29295	3,3-dimethyldihydro-2,5-furandione	17347-61-4	C₆H₈O₃	详情	详情
(III)	51182	4-[[(1S,2S)-1-benzyl-3-((4R)-5,5-dimethyl-4-[[(2-methylbenzyl)amino]carbonyl]-1,3-thiazolidin-3-yl)-2-hydroxy-3-oxopropyl]amino]-2,2-dimethyl-4-oxobutyric acid		C₃₀H₃₉N₃O₆S	详情	详情
(IV)	25317	1-[(2R,4S,5S)-4-azido-5-(hydroxymethyl)tetrahydro-2-furanyl]-5-methyl-2,4(1H,3H)-pyrimidinedione	101703-35-9	C₁₀H₁₃N₅O₄	详情	详情

Extended Information