반응 #1509609

ord-8a4bfc6587c1417cb3a9b9884ea7081d

반응 방정식

CCOC(=O)CN1CCN(CC(=O)OCC)CCN(C(CCCN2C(=O)c3ccccc3C2=O)C(=O)OCc2ccccc2)CCN(CC(=O)OCC)CC1
compound
CCOC(=O)CN1CCN(CC(=O)OCC)CCN(C(CCCN2C(=O)c3ccccc3C2=O)C(=O)OCc2ccccc2)CCN(CC(=O)OCC)CC1
5-(1,3-Dioxo-1,3-dihydroisoindol-2-yl)-2-(4,7,10-trisethoxycarbonylmethyl-1,4,7,10-tetraazacyclododec-1-yl)pentanoic acid benzyl ester
NCCCC(C(=O)O)N1CCN(CC(=O)O)CCN(CC(=O)O)CCN(CC(=O)O)CC1
product
수율 138.3%
NCCCC(C(=O)O)N1CCN(CC(=O)O)CCN(CC(=O)O)CCN(CC(=O)O)CC1
5-Amino-2-(4,7,10-triscarboxymethyl-1,4,7,10-tetraazacyclododec-1yl)pentanoic acid
수율 138.3%

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    온도After cooling
  2. 2
    여과filtration
  3. 3
    농축the filtrate is concentrated
  4. 4
    기타purified over silanized silica (elution with water)
  5. 5
    기타After evaporation under reduced pressure
  6. 6
    세척the product is washed with ether

실험 절차

A solution of 54 g of compound obtained in stage 2 (64 ml) in 37% hydrochloric acid (1.81) is refluxed overnight in a 5-liter reactor. After cooling and filtration, the filtrate is concentrated and purified over silanized silica (elution with water). After evaporation under reduced pressure, the product is washed with ether. 45 g of product are obtained in the form of a white solid. The product is desalified by passing it over OH resin. 30 g of product are isolated in the form of white crystals (yield 100%).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US08926945B2uspto-grants-2015_01