4-(2-methyl-2H-1,2,3,4-tetraazol-5-yl)benzaldehyde -Drug Synthesis Database

【结构式】

【分子编号】28461

【品名】4-(2-methyl-2H-1,2,3,4-tetraazol-5-yl)benzaldehyde

【CA登记号】

【分子式】C₉H₈N₄O

【分子量】188.18888

【元素组成】C 57.44% H 4.28% N 29.77% O 8.5%

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：(XV)

In a variation of this procedure, aryl tetrazole (II) was alkylated with ICH3 to provide methyltetrazole (XV). Condensation of (XV) with tert-butyl carbazate afforded hydrazone (XVI), which was reduced to the benzylhydrazine (XVII) by means of NaBH3CN and p-toluenesulfonic acid. Opening of the Boc-protected epoxide (XVIII) with hydrazine (XVII) gave hydrazinoalcohol (XIX). Acid deprotection of both Boc groups of (XIX) furnished diamino compound (XX), which was finally coupled with N-methoxycarbonyl-L-tert-leucine (X) by means of TPTU.

参考文献中间体

合成目标

【1】 New aza-dipeptide analogues as potent and orally a. J Med Chem 1998, 41, 18, 3387.
【2】 Fassler, A.; Bold, G.; Capraro, H.-G.; Lang, M.; Khanna, S.C. (Novartis AG); Antivirally active heterocyclic azahexane derivs.. EP 0900210; JP 1999511177; US 5849911; WO 9740029 .

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(II)	28449	4-(2H-1,2,3,4-tetraazol-5-yl)benzaldehyde	74815-22-8	C₈H₆N₄O	详情	详情
(X)	23447	(2S)-2-[(methoxycarbonyl)amino]-3,3-dimethylbutyric acid		C₈H₁₅NO₄	详情	详情
(XV)	28461	4-(2-methyl-2H-1,2,3,4-tetraazol-5-yl)benzaldehyde		C₉H₈N₄O	详情	详情
(XVI)	28462	tert-butyl 2-[(Z)-[4-(2-methyl-2H-1,2,3,4-tetraazol-5-yl)phenyl]methylidene]-1-hydrazinecarboxylate		C₁₄H₁₈N₆O₂	详情	详情
(XVII)	28463	tert-butyl 2-[4-(2-methyl-2H-1,2,3,4-tetraazol-5-yl)benzyl]-1-hydrazinecarboxylate		C₁₄H₂₀N₆O₂	详情	详情
(XVIII)	23444	tert-butyl (1S)-1-[(2R)oxiranyl]-2-phenylethylcarbamate		C₁₅H₂₁NO₃	详情	详情
(XIX)	28464	tert-butyl 2-[(2S,3S)-3-[(tert-butoxycarbonyl)amino]-2-hydroxy-4-phenylbutyl]-2-[4-(2-methyl-2H-1,2,3,4-tetraazol-5-yl)benzyl]-1-hydrazinecarboxylate		C₂₉H₄₁N₇O₅	详情	详情
(XX)	28465	(2S,3S)-3-amino-1-[1-[4-(2-methyl-2H-1,2,3,4-tetraazol-5-yl)benzyl]hydrazino]-4-phenyl-2-butanol		C₁₉H₂₅N₇O	详情	详情

Extended Information