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Synthesis of DL-norepinephrine-(phenyl-U-/sup 13/C)

Abstract

The synthesis of phenyl-U-carbon-13 labelled D, L-norepinephrine from catechol-U-/sup 13/C in three steps is described. In the first step, the Friedel-Crafts acylation of the labelled part with N-phthaloylglycylchloride yielded the aromatic ketone adduct. Subsequent hydrolysis and catalytic hydrogenation produced the desired product in a 5% overall yield.
Publication Date:
Jan 01, 1988
Product Type:
Journal Article
Reference Number:
GBN-88-001607; EDB-88-091951
Resource Relation:
Journal Name: J. Labelled Compd. Radiopharm.; (United Kingdom); Journal Volume: 25:1
Subject:
37 INORGANIC, ORGANIC, PHYSICAL AND ANALYTICAL CHEMISTRY; NORADRENALINE; CARBON 13; LABELLING; RADIOPHARMACEUTICALS; CHEMICAL PREPARATION; ACYLATION; ADRENAL HORMONES; AUTONOMIC NERVOUS SYSTEM AGENTS; CARBON ISOTOPES; CARDIOTONICS; CARDIOVASCULAR AGENTS; CHEMICAL REACTIONS; DRUGS; EVEN-ODD NUCLEI; HORMONES; ISOTOPES; LABELLED COMPOUNDS; LIGHT NUCLEI; NEUROREGULATORS; NUCLEI; STABLE ISOTOPES; STEROID HORMONES; SYMPATHOMIMETICS; SYNTHESIS; 400202* - Isotope Effects, Isotope Exchange, & Isotope Separation
OSTI ID:
5216949
Research Organizations:
National Inst. of Mental Health, Bethesda, MD (USA)
Country of Origin:
United Kingdom
Language:
English
Other Identifying Numbers:
Journal ID: CODEN: JLCRD
Submitting Site:
GBN
Size:
Pages: 103-109
Announcement Date:
May 01, 1988

Citation Formats

Weisz, A, and Markey, S P. Synthesis of DL-norepinephrine-(phenyl-U-/sup 13/C). United Kingdom: N. p., 1988. Web. doi:10.1002/jlcr.2580250113.
Weisz, A, & Markey, S P. Synthesis of DL-norepinephrine-(phenyl-U-/sup 13/C). United Kingdom. https://doi.org/10.1002/jlcr.2580250113
Weisz, A, and Markey, S P. 1988. "Synthesis of DL-norepinephrine-(phenyl-U-/sup 13/C)." United Kingdom. https://doi.org/10.1002/jlcr.2580250113.
@misc{etde_5216949,
title = {Synthesis of DL-norepinephrine-(phenyl-U-/sup 13/C)}
author = {Weisz, A, and Markey, S P}
abstractNote = {The synthesis of phenyl-U-carbon-13 labelled D, L-norepinephrine from catechol-U-/sup 13/C in three steps is described. In the first step, the Friedel-Crafts acylation of the labelled part with N-phthaloylglycylchloride yielded the aromatic ketone adduct. Subsequent hydrolysis and catalytic hydrogenation produced the desired product in a 5% overall yield.}
doi = {10.1002/jlcr.2580250113}
journal = []
volume = {25:1}
journal type = {AC}
place = {United Kingdom}
year = {1988}
month = {Jan}
}