tert-butyl 3-butenyl(methyl)carbamate -Drug Synthesis Database

【结构式】

【分子编号】48051

【品名】tert-butyl 3-butenyl(methyl)carbamate

【CA登记号】

【分子式】C₁₀H₁₉NO₂

【分子量】185.2664

【元素组成】C 64.83% H 10.34% N 7.56% O 17.27%

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：(IX)

In a related method, 4-bromo-1-butene (VII) was reacted with methylamine to produce the secondary amine (VIII). After protection of (VIII) as the tert-butyl carbamate (IX), palladium-catalyzed coupling with 3-bromo-5-ethoxypyridine (II) furnished adduct (X). The N-Boc protecting group of (X) was then cleaved under acidic conditions to afford amine precursor (VI). The title hemigalactarate salt was finally prepared by treatment of amine (VI) with D-galactaric acid in aqueous ethanol.

参考文献中间体

合成目标

【1】 Bane, A.J.; Dull, G.M.; Bencherif, M.; Miller, C.H.; Gatto, G.J.; TC-2559: A novel orally active ligand selective at neuronal acetylcholine receptors. Eur J Pharmacol 2000, 409, 1, 45.

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)	48046	3-bromo-5-ethoxypyridine; 5-bromo-3-pyridinyl ethyl ether		C₇H₈BrNO	详情	详情
(VI)	48049	N-[(E)-4-(5-ethoxy-3-pyridinyl)-3-butenyl]-N-methylamine; (E)-4-(5-ethoxy-3-pyridinyl)-N-methyl-3-buten-1-amine		C₁₂H₁₈N₂O	详情	详情
(VII)	11720	4-Bromo-1-butene	5162-44-7	C₄H₇Br	详情	详情
(VIII)	48050	N-(3-butenyl)-N-methylamine; N-methyl-3-buten-1-amine		C₅H₁₁N	详情	详情
(IX)	48051	tert-butyl 3-butenyl(methyl)carbamate		C₁₀H₁₉NO₂	详情	详情
(X)	48052	tert-butyl (E)-4-(5-ethoxy-3-pyridinyl)-3-butenyl(methyl)carbamate		C₁₇H₂₆N₂O₃	详情	详情

Extended Information