N-(tert-butoxycarbonyl)valine -Drug Synthesis Database

【结构式】

【分子编号】51959

【品名】N-(tert-butoxycarbonyl)valine

【CA登记号】

【分子式】C₁₀H₁₉NO₄

【分子量】217.2652

【元素组成】C 55.28% H 8.81% N 6.45% O 29.46%

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)

The intermediate oxadiazole (VIII) has been obtained as follows: The reaction of methyl pivalate (I) with refluxing hydrazine hydrate gives the corresponding hydrazide (II), which is cyclized with methyl orthoformate catalyzed by Ts-OH to yield 2-tert-butyl-1,3,4-oxadiazole (III). The condensation of (III) with N2-(tert-butoxycarbonyl)-N1-methoxy-N1-methyl-DL-valinamide (VI) by means of LDA in THF affords the acylated oxadiazole (VII), which is finally deprotected with HCl in ethyl acetate to provide the target intermediate (VIII).

参考文献中间体

合成目标

【1】 Kojima, T.; Hachiya, K.; Ohmoto, K. (Ono Pharmaceutical Co., Ltd.); 1,3,4-Oxadiazole derivs. and process for producing the same. EP 1162199; WO 0055145 .

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)	47802	Trimethylacetic acid methyl ester; 2,2-Dimethylpropionic acid methyl ester; Methyl Trimethylacetate; pivalic acid methyl ester; methyl pivalate	598-98-1	C₆H₁₂O₂	详情	详情
(II)	47803	Pivalic acid hydrazide; 2,2-dimethylpropanohydrazide		C₅H₁₂N₂O	详情	详情
(III)	47804	2-(tert-butyl)-1,3,4-oxadiazole		C₆H₁₀N₂O	详情	详情
(IV)	51959	N-(tert-butoxycarbonyl)valine		C₁₀H₁₉NO₄	详情	详情
(V)	13361	(Methoxyamino)methane; N,O-Dimethylhydroxylamine	1117-97-1	C₂H₇NO	详情	详情
(VI)	51958	tert-butyl 1-[[methoxy(methyl)amino]carbonyl]-2-methylpropylcarbamate		C₁₂H₂₄N₂O₄	详情	详情
(VII)	51957	tert-butyl 1-[[5-(tert-butyl)-1,3,4-oxadiazol-2-yl]carbonyl]-2-methylpropylcarbamate		C₁₆H₂₇N₃O₄	详情	详情
(VIII)	47823	2-amino-1-[5-(tert-butyl)-1,3,4-oxadiazol-2-yl]-3-methyl-1-butanone		C₁₁H₁₉N₃O₂	详情	详情

Extended Information