An alternative synthesis of the dopaminergic drug 2-amino-1,2,3,4-tetrahydronaphthalene-5,6-diol (5,6-ADTN)

Göksu, Süleyman; Seçen, Hasan; Sütbeyaz, Yaşar

doi:10.1002/hlca.200690030

Makale Tam Makale Uluslararası 2006

An alternative synthesis of the dopaminergic drug 2-amino-1,2,3,4-tetrahydronaphthalene-5,6-diol (5,6-ADTN)

Süleyman Göksu, Hasan Seçen, Yaşar Sütbeyaz

HELVETICA CHIMICA ACTA Cilt 89 · Sayı 2 · ss. 270–273 · 01.01.2006

DOI ile aç

Özet

Racemic 2-amino-1,2,3,4-tetrahydronaphthalene-5,6-diol (5,6-ADTN; 4) was synthesized from 5,6-dimethoxynaphthalene-2-carboxylic acid (14) in four steps (60% overall yield; Scheme). The crucial steps of the synthesis are Birch reduction of 14 to the valuable synthon 15, Curtius reaction and carbamate formation (16), hydrogenolysis (17), and demethylation to the biologically active hydrobromide salt 18 of 4.

Atıf için künye

Göksu, S., Seçen, H., & Sütbeyaz, Y. (2006). An alternative synthesis of the dopaminergic drug 2-amino-1,2,3,4-tetrahydronaphthalene-5,6-diol (5,6-ADTN). HELVETICA CHIMICA ACTA, 89(2), 270–273. https://doi.org/10.1002/hlca.200690030

BibTeX

@article{goksu2006-71391,
  author = {Göksu, Süleyman and Seçen, Hasan and Sütbeyaz, Yaşar},
  title = {An alternative synthesis of the dopaminergic drug 2-amino-1,2,3,4-tetrahydronaphthalene-5,6-diol (5,6-ADTN)},
  journal = {HELVETICA CHIMICA ACTA},
  year = {2006},
  volume = {89},
  number = {2},
  pages = {270--273},
  issn = {0018-019X},
  doi = {10.1002/hlca.200690030},
  url = {https://akademik.atauni.edu.tr/yayinlar/71391-an-alternative-synthesis-of-the-dopaminergic-drug-2-amino-1234}
}