Reaktion #978102

ord-f4523c1ac91d48d39ecce5bc0be97046

Reaktionsgleichung

O=C(O)c1ccc(I)cc1
4-iodobenzoic acid
Oc1c(F)c(F)c(F)c(F)c1F
pentafluorophenol
CC(C)N=C=NC(C)C
diisopropylcarbodiimide
Cl.N[C@H]1C(O)O[C@H](CO)[C@@H](O)[C@@H]1O
glucosamine hydrochloride
CCN(CC)CC
NEt3
N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)OC1(O)C(=O)c1ccc(I)cc1
4-iodobenzoyl glucosamine

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.STIRRINGThe reaction was stirred for 16 hours
  2. 2
    Sonstigecrystallized from hot water

Vorschrift

To a solution of 4-iodobenzoic acid (1 mmol) in DMF (2 mL) was added pentafluorophenol (2 mmol) and diisopropylcarbodiimide (1.2 mmol). The solution was stirred at room temperature for 6 hours and then added to a solution of glucosamine hydrochloride (1 mmol) and NEt3 (2 mmol) in DMF/H2O (1 mL, 1:10 v/v). The reaction was stirred for 16 hours and then crystallized from hot water to yield 4-iodobenzoyl glucosamine, compound TP010. The structure of TP010 is shown below (R is I).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07001888B2uspto-grants-2006_02