Реакция #470377

ord-9c57dc03620d4654bfc3504b55ad2625

Уравнение реакции

C1CNCCNCCNCCN1
cyclen
O=C(OCc1ccccc1)C(Br)CCCN1C(=O)c2ccccc2C1=O
2-bromo-5-(1,3-dioxo-1,3-dihydroisoindol-2-yl)pentanoic acid benzyl ester
O=C(OCc1ccccc1)C(CCCN1C(=O)c2ccccc2C1=O)N1CCNCCNCCNCC1
product
Выход 81.3%
O=C(OCc1ccccc1)C(CCCN1C(=O)c2ccccc2C1=O)N1CCNCCNCCNCC1
5-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-2-(1,4,7,10-tetraazacyclododec-1-yl)pentanoic acid benzyl ester
Выход 81.3%

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    workup.ADDITIONare added dropwise
  2. 2
    ФильтрацияThe precipitate is filtered off
  3. 3
    Промывкаwashed thoroughly with acetonitrile

Методика

55 g of cyclen base (320 mmol) are dissolved in 550 ml of CH3CN, to which 119.8 g of brominated derivative (2-bromo-5-(1,3-dioxo-1,3-dihydroisoindol-2-yl)pentanoic acid benzyl ester, 288 mmol) dissolved in 550 ml of CH3CN are added dropwise. The medium is stirred at ambient temperature overnight. The precipitate is filtered off and washed thoroughly with acetonitrile. 138 g of product are obtained in the form of a white powder (corrected yield 81.3%).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08367039B2uspto-grants-2013_02