𝔖 Bobbio Scriptorium
✦   LIBER   ✦

The synthesis of [3,4,1′-13C3]genistein

✍ Scribed by Mark F. Oldfield; Lirong Chen; Nigel P. Botting

Publisher
John Wiley and Sons
Year
2007
Tongue
French
Weight
126 KB
Volume
50
Category
Article
ISSN
0022-2135

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

A facile synthesis is described for [3,4,1′‐^13^C~3~]genistein for use as an internal standard in isoflavone analysis by mass spectrometric methods. Ethyl 4‐hydroxy[1‐^13^C]benzoate was first prepared from the reaction of diethyl [2‐^13^C]malonate and 4__H__‐pyran‐4‐one. Two further ^13^C atoms were incorporated using potassium [^13^C]cyanide as the source to give 4′‐benzyloxy‐[1,2,1′‐^13^C~3~]phenylacetonitrile. [3,4,1′‐^13^C~3~]Genistein was then constructed through coupling of the isotopically labelled phenylacetonitrile with phloroglucinol under Hoesch conditions, followed by formylation and cyclization. Copyright © 2007 John Wiley & Sons, Ltd.

📜 SIMILAR VOLUMES

Synthesis of [3-13C]-, [4-13C]- and [11-
Synthesis of [3-13C]-, [4-13C]- and [11-13C]-porphobilinogen
✍ Prativa B. S. Dawadi; Els A. M. Schulten; Johan Lugtenburg 📂 Article 📅 2009 🏛 John Wiley and Sons 🌐 French ⚖ 289 KB 👁 1 views

## Abstract [4‐^13^C]‐porphobilinogen 1a, [3‐^13^C]‐porphobilinogen 1b and [11‐^13^C]‐porphobilinogen 1c are prepared from [1‐^13^C]‐3‐(tetrahydropyran‐2′‐yloxy)‐propionaldehyde 2a, methyl [4‐^13^C]‐4‐nitrobutyrate 3b and [1‐^13^C]‐isocyanoacetonitrile 5c, respectively. The building blocks 2, 3 and

A versatile synthesis of [2,3,4-13C3]iso
A versatile synthesis of [2,3,4-13C3]isoflavones
✍ Nawaf Al-Maharik; Nigel P. Botting 📂 Article 📅 2010 🏛 John Wiley and Sons 🌐 French ⚖ 207 KB

## Abstract A flexible synthetic method is presented, which allows all the key isoflavones (daidzein, genistein, glycitein, formononetin and biochanin A) to be prepared in ^13^C‐labelled form __via__ the same route, involving the thallium(III)‐mediated oxidative rearrangement of a key chalcone inte

Synthesis of [2-13C, 4-13C]-(2R,3S)-cate
Synthesis of [2-13C, 4-13C]-(2R,3S)-catechin and [2-13C, 4-13C]-(2R,3R)-epicatechin
✍ Pradeep K. Sharma; Min He; Leo J. Romanczyk Jr; Hagen Schroeter 📂 Article 📅 2010 🏛 John Wiley and Sons 🌐 French ⚖ 196 KB 👁 1 views

## Abstract The first synthesis of doubly labeled, [2‐^13^C, 4‐^13^C]‐(2__R__,3__S__)‐catechin 15 and [2‐^13^C, 4‐^13^C]‐(__2R__,3__R__)‐epicatechin 18 starting from labeled 2‐hydroxy‐4, 6‐bis(benzyloxy)acetophenone 3 and labeled 3, 4‐bis(benzyloxy)‐benzaldehyde 7 are described. Copyright © 2010 Jo

Synthesis of [1,3,5-13C3]benzoic acid an
Synthesis of [1,3,5-13C3]benzoic acid and [2,4,6,7-13C4]benzoic acid from 13C-labelled sodium pyruvates
✍ Kazuki Akira; Shigeo Baba 📂 Article 📅 1992 🏛 John Wiley and Sons 🌐 French ⚖ 417 KB 👁 1 views

## Abstract The synthesis of [1,3,5‐^13^C~3~]‐ and [2,4,6,7‐^13^C~4~]benzoic acid (5a and 5b) from [2‐^13^C]‐ and [3‐^13^C]sodium pyruvate (1a and 1b), for __in vitro__ and __in vivo__ tracer studies using ^13^C nuclear magnetic resonance (NMR) spectroscopy, is reported. After condensation of 1 to