[4'-(bromomethyl)[1,1'-biphenyl]-4-yl](4-bromophenyl)methanone -Drug Synthesis Database

【结构式】

【分子编号】18988

【品名】[4'-(bromomethyl)[1,1'-biphenyl]-4-yl](4-bromophenyl)methanone

【CA登记号】

【分子式】C₂₀H₁₄Br₂O

【分子量】430.13856

【元素组成】C 55.85% H 3.28% Br 37.15% O 3.72%

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：(VI)

Grignard reagent (II) prepared from 1,4-dibromobenzene (I) was condensed with biphenylaldehyde (III) to afford alcohol (IV), which was oxidized to ketone (V) under Swern conditions with oxalyl chloride and DMSO at low temperature. Then, allylic bromination with N-bromosuccinimide (NBS) in the presence of azobisisobutyronitrile (AIBN) gave (VI). Finally, N-allyl-N-methylamine (VII) was alkylated with bromide (VI) to provide the tertiary amine.

参考文献中间体

合成目标

【1】 Aebi, J.; Guerry, P.; Jolidon, S.; Morand, O. (F. Hoffmann-La Roche AG); Use of phenylalkylamines for producing cholesterol lowering agents. EP 0636367; JP 1995053479; US 5637771 .

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)	18983	1,4-dibromobenzene	106-37-6	C₆H₄Br₂	详情	详情
(II)	18984	bromo(4-bromophenyl)magnesium		C₆H₄Br₂Mg	详情	详情
(III)	18985	4'-methyl[1,1'-biphenyl]-4-carbaldehyde		C₁₄H₁₂O	详情	详情
(IV)	18986	(4-bromophenyl)(4'-methyl[1,1'-biphenyl]-4-yl)methanol		C₂₀H₁₇BrO	详情	详情
(V)	18987	(4-bromophenyl)(4'-methyl[1,1'-biphenyl]-4-yl)methanone		C₂₀H₁₅BrO	详情	详情
(VI)	18988	[4'-(bromomethyl)[1,1'-biphenyl]-4-yl](4-bromophenyl)methanone		C₂₀H₁₄Br₂O	详情	详情
(VII)	18989	N-allyl-N-methylamine; N-methyl-2-propen-1-amine	627-37-2	C₄H₉N	详情	详情

Extended Information