tert-butyl 4-(7-benzyl-1,3-dimethyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-8-yl)-1-piperazinecarboxylate -Drug Synthesis Database

【结构式】

【分子编号】62071

【品名】tert-butyl 4-(7-benzyl-1,3-dimethyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-8-yl)-1-piperazinecarboxylate

【CA登记号】

【分子式】C₂₃H₃₀N₆O₄

【分子量】454.52924

【元素组成】C 60.78% H 6.65% N 18.49% O 14.08%

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：(IV)

Alkylation of 8-chloro-1,3-dimethylxanthine (I) with benzyl bromide and K2CO3 affords the 7-benzyl purine (II). This is then condensed with N-Boc-piperazine (III) in EtOH upon heating at 120 C in a sealed vessel to provide the 8-piperazinyl derivative (IV). Finally, deprotection of (IV) employing trifluoroacetic acid leads to the title compound

参考文献中间体

合成目标

【1】 Kristiansen, M.; Lundbeck, J.M.; Christiansen, L.B.; Kanstrup, A.B.; Sams, C.K. (Novo Nordisk A/S); Heterocyclic cpds., which are inhibitors of the enzyme DPP-IV. WO 0202560 .

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)	62069	8-chloro-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione	85-18-7	C₇H₇ClN₄O₂	详情	详情
(II)	62070	7-benzyl-8-chloro-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione		C₁₄H₁₃ClN₄O₂	详情	详情
(III)	13225	N-tert-Butoxycarbonyl piperazine; tert-butyl 1-piperazinecarboxylate;tert-butyl piperazine-1-carboxylate	143238-38-4	C₉H₁₈N₂O₂	详情	详情
(IV)	62071	tert-butyl 4-(7-benzyl-1,3-dimethyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-8-yl)-1-piperazinecarboxylate		C₂₃H₃₀N₆O₄	详情	详情

Extended Information