(R)-(-)-1,3-Butanediol; (R)-(-)-1,3-Butylene glycol; (R)-(-)-1,3-Dihydroxybutane; (R)-1,3-Butanediol -Drug Synthesis Database

【结构式】

【分子编号】53095

【品名】(R)-(-)-1,3-Butanediol; (R)-(-)-1,3-Butylene glycol; (R)-(-)-1,3-Dihydroxybutane; (R)-1,3-Butanediol

【CA登记号】6290-03-5

【分子式】C₄H₁₀O₂

【分子量】90.1222

【元素组成】C 53.31% H 11.18% O 35.51%

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：(XVIII)

The intermediate hydrazine (XXIII) was obtained by two alternative methods. Alkylation of 4-(3-pyridyl)imidazole (II) with the chiral mesylate (XIX), prepared from (R)-1,3-butanediol (XVIII), furnished, after desilylation with tetrabutylammonium fluoride, the imidazolyl butanol (XX). Condensation of alcohol (XX) with di-tert-butyl azodicarboxylate in the presence of PPh3 yielded the hydrazine dicarboxylate (XXII), which was then deprotected to hydrazine (XXIII) under acidic conditions.

参考文献中间体

合成目标

【1】 Kaneko, T.; McMillen, W.T.; McLaughlin, R.W.; Ripin, D.H.B.; Vanerplas, B.C. (Pfizer Inc.); Synthesis of carbamate ketolide antibiotics. EP 1088828; JP 2001151792 .

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)	17164	3-(1H-imidazol-4-yl)pyridine		C₈H₇N₃	详情	详情
(XVIII)	53095	(R)-(-)-1,3-Butanediol; (R)-(-)-1,3-Butylene glycol; (R)-(-)-1,3-Dihydroxybutane; (R)-1,3-Butanediol	6290-03-5	C₄H₁₀O₂	详情	详情
(XIX)	53096	(1R)-3-{[tert-butyl(dimethyl)silyl]oxy}-1-methylpropyl methanesulfonate	n/a	C₁₁H₂₆O₄SSi	详情	详情
(XX)	53097	(3R)-3-[4-(3-pyridinyl)-1H-imidazol-1-yl]-1-butanol	n/a	C₁₂H₁₅N₃O	详情	详情
(XXI)	53098	Azodicarboxylic acid di-tert-butyl ester	870-50-8	C₁₀H₁₈N₂O₄	详情	详情
(XXII)	53099	di(tert-butyl) 1-{(3R)-3-[4-(3-pyridinyl)-1H-imidazol-1-yl]butyl}-1,2-hydrazinedicarboxylate	n/a	C₂₂H₃₃N₅O₄	详情	详情
(XXIII)	53100	3-{1-[(1R)-3-hydrazino-1-methylpropyl]-1H-imidazol-4-yl}pyridine	n/a	C₁₂H₁₇N₅	详情	详情

Extended Information