• English
  • 简体中文
Login Register
Current Location: Home > Feedback Help Print

【结 构 式】

【分子编号】53377

【品名】4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)benzaldehyde

【CA登记号】128376-65-8

【 分 子 式 】C12H15BO3

【 分 子 量 】218.0603

【元素组成】C 66.1% H 6.93% B 4.96% O 22.01%

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:(III)

The mono-Boc-protected diamine (II) was obtained by reaction of 1,4-diaminobutane (I) with Boc2O. Reductive alkylation of (II) to the benzylic amine (V) was carried out in a two-step procedure consisting in condensation of amine (II) with the formyl boronic ester (III) in the presence of molecular sieves, followed by reduction of the resultant imine (IV) with NaBH4. The N-Boc protecting group of (V) was then removed by acidic treatment, yielding diamine (VI). The title boronic acid was finally obtained by boronate ester exchange in (VI) with phenylboronic acid in a two-phase system.

1 Martin, B.; et al.; N'-Benzylpolyamines as vectors of boron and fluorine for cancer therapy and imaging: Synthesis and biological evaluation. J Med Chem 2001, 44, 22, 3653.
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) 42070 1,4-butanediamine; 4-aminobutylamine 110-60-1 C4H12N2 详情 详情
(II) 53376 N-(4-Aminobutyl)carbamic acid tert-butyl ester; N-(tert-Butoxycarbonyl)-1,4-diaminobutane 68076-36-8 C9H20N2O2 详情 详情
(III) 53377 4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)benzaldehyde 128376-65-8 C12H15BO3 详情 详情
(IV) 53378 tert-butyl 4-({(E)-[4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)phenyl]methylidene}amino)butylcarbamate n/a C21H33BN2O4 详情 详情
(V) 53379 tert-butyl 4-{[4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)benzyl]amino}butylcarbamate n/a C21H35BN2O4 详情 详情
(VI) 53380 N-(4-aminobutyl)-N-[4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)benzyl]amine; N~1~-[4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)benzyl]-1,4-butanediamine n/a C16H27BN2O2 详情 详情
Extended Information