1-(9H-fluoren-9-ylmethyl) 5-(2,3,4,5,6-pentafluorophenyl) pentanedioate -Drug Synthesis Database

【结构式】

【分子编号】53681

【品名】1-(9H-fluoren-9-ylmethyl) 5-(2,3,4,5,6-pentafluorophenyl) pentanedioate

【CA登记号】n/a

【分子式】C₂₅H₁₇F₅O₄

【分子量】476.399596

【元素组成】C 63.03% H 3.6% F 19.94% O 13.43%

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：(XXVII)

Acylation of 9-fluorenylmethanol (XXV) with glutaric anhydride (XXVI) yielded the glutarate mono-ester (XV). This was further activated as the pentafluorophenyl ester (XXVII) upon treatment with pentafluorophenol and DCC. Coupling of active ester (XXVII) with tripeptide (XXIV) gave rise to the glutaryl tripeptide (XXVIII).

参考文献中间体

合成目标

【1】 Kaufman, M.J.; Almarsson, O.; Nerurkar, M.J.; Lynch, J.E.; Karki, S.B.; Cameron, M.; Lieberman, D.R.; Robbins, M.A.; Shi, Y.-J. (Merck & Co., Inc.); Salt form of a conjugate useful in the treatment of prostate cancer. US 6355611; WO 0130804 .

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(XV)	53680	5-(9H-fluoren-9-ylmethoxy)-5-oxopentanoic acid	n/a	C₁₉H₁₈O₄	详情	详情
(XXIV)	53678	(2S)-3-hydroxy-2-{[(2S)-2-({[(2S,4R)-4-hydroxypyrrolidinyl]carbonyl}amino)propanoyl]amino}propanoic acid	n/a	C₁₁H₁₉N₃O₆	详情	详情
(XXV)	53679	9H-fluoren-9-ylmethanol	24324-17-2	C₁₄H₁₂O	详情	详情
(XXVI)	15512	Glutaric Anhydride; dihydro-2H-pyran-2,6(3H)-dione	108-55-4	C₅H₆O₃	详情	详情
(XXVII)	53681	1-(9H-fluoren-9-ylmethyl) 5-(2,3,4,5,6-pentafluorophenyl) pentanedioate	n/a	C₂₅H₁₇F₅O₄	详情	详情
(XXVIII)	53682	(2S)-2-({(2S)-2-[({(2S,4R)-1-[5-(9H-fluoren-9-ylmethoxy)-5-oxopentanoyl]-4-hydroxypyrrolidinyl}carbonyl)amino]propanoyl}amino)-3-hydroxypropanoic acid	n/a	C₃₀H₃₅N₃O₉	详情	详情

Extended Information