Réaction #2028935

ord-8dd9deb848e14478aac40a0c845a47ee

Équation de réaction

CN1[C@H]2CC[C@@H]1[C@@H](C(=O)O)[C@@H](OC(=O)c1ccccc1)C2
Benzoylecgonine
NC(=O)CCC(=O)NO
N-hydroxysuccinamide
→
CN1[C@H]2CC[C@@H]1[C@@H](C(=O)O)[C@@H](OC(=O)c1ccccc1)C2.NC(=O)CCC(N)=O
BE succinamide

Réactifs

—
1-Ethyl-3-(3-dimethylaminopropul)carbodiimide hydrochloride
CN1[C@H]2CC[C@@H]1[C@@H](C(=O)O)[C@@H](OC(=O)c1ccccc1)C2
Benzoylecgonine
NC(=O)CCC(=O)NO
N-hydroxysuccinamide

Réactifs

Aucun

Solvants

C1COCCO1
dioxan
C1=COC=CO1
dioxin

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    workup.ADDITIONimmediately added to the mixture

Mode opératoire

Benzoylecgonine (BE) (4 mg) was dissolved in dry dioxin (500 ul) and N-hydroxysuccinamide (NHS) (4 mg) added. 1-Ethyl-3-(3-dimethylaminopropul)carbodiimide hydrochloride (8 mg) was suspended/dissolved in dioxan (1 ml) and immediately added to the mixture. The mixture was shaken at ambient temperature for 2 hours (to form BE-succinamide). To this was added diamino terminated polyethyleneglycol (mol. wt. 20,000) dissolved in 1 ml of 0.1M sodium bicarbonate solution. The solution was left overnight (about 16 hrs) and was then diluted with tris/triton buffer.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08389296B2uspto-grants-2013_03