✦ LIBER ✦

The synthesis of C-2 isotopically labeled optically pure warfarin and phenprocoumon

✍ Scribed by William R. Porter; Kent Kunze; Edward J. Valente; William F. Trager

Publisher: John Wiley and Sons
Year: 1980
Tongue: French
Weight: 442 KB
Volume: 17
Category: Article
ISSN: 0022-2135
DOI: 10.1002/jlcr.2580170602

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

Optically pure isotopically labeled phenprocoumon was prepared from resolved phenprocoumon via ring opening and decarboxylation followed by recarboxylation with suitably labeled (^13^C, ^14^C) diethyl carbonate and ring closure. A similar procedure was followed for the preparation of optically pure isotopically labeled warfarin after protection of the side chain carbonyl group by formation of an ethylene dithioketal derivative. The protecting group was quantitatively removed after incorporation of label by treatment with mercuric acetate.

📜 SIMILAR VOLUMES

The synthesis of deuterium labelled meta

The synthesis of deuterium labelled metabolites of warfarin and phenprocoumon

✍ L. D. Heimark; S. Toon; L. K. Low; D. C. Swinney; W. F. Trager 📂 Article 📅 1986 🏛 John Wiley and Sons 🌐 French ⚖ 456 KB

Synthesis of 13C warfarin labelled at th

Synthesis of 13C warfarin labelled at the hemiketal carbon, and its resolution

✍ Van Henry Savell Jr.; Edward J. Valente; D. S. Eggleston 📂 Article 📅 1989 🏛 John Wiley and Sons 🌐 French ⚖ 198 KB

2-hydroxy-2-methyl-4-phenyl-3,4-dihydro-2€J,5~pyrano[3,2-cl[l]benzopyran-5-one IS labeled with 98+% 13C at the anomeric carbon (C2) and resolved 4-phenyl-3-buten-2-one-2-13C(98+%). Michael-type addition of this to 4-hydroxycoumarin in methanol produces the labeled diastereomeric warfarin methyl keta

Synthesis of 13C-labelled and doubly lab

Synthesis of 13C-labelled and doubly labelled (13C, 2H) 1, 2, 3-thiadiazoles. Precursors to isotopically labelled thiirenes

✍ A. Krantz; J. Laureni 📂 Article 📅 1978 🏛 John Wiley and Sons 🌐 French ⚖ 219 KB

The incorporation of carbon-13 and deuterium i n the t,2,3-thiadiaxoZe framework i s described.

ChemInform Abstract: Efficient “On Water

ChemInform Abstract: Efficient “On Water” Organocatalytic Protocol for the Synthesis of Optically Pure Warfarin Anticoagulant.

✍ Maria Rogozinska; Anna Adamkiewicz; Jacek Mlynarski 📂 Article 📅 2011 🏛 John Wiley and Sons ⚖ 23 KB

Synthesis of 14C-labelled isotope-isomer

Synthesis of 14C-labelled isotope-isomeric alkanes. I n-heptane-1-14C and -2-14C

✍ Ioana Bally; Eugenia Gǎrd; Elieabeta Ciornei; Maria Biltz; A. T. Balaban 📂 Article 📅 1975 🏛 John Wiley and Sons 🌐 French ⚖ 301 KB 👁 1 views

## Abstract The synthesis of n‐heptane‐1‐^14^C is described. starting from ^14^CH~3~I via (^14^CH~3~) ~2~Cd and caproyl chloride; for obtaining n‐heptane‐2‐^14^C, n‐pentyl bromide is converted into the Grignard reagent, carbonated with ^14^CO~2~, and the resulted coproic acid is converted into its

Stereoselective synthesis of stable isot

Stereoselective synthesis of stable isotope-labeled L-α-amino acids: Chemomicrobiological synthesis of 13C- and 2H-labeled L-cysteine

✍ Clifford J. Unkefer; John L. Hanners; Deborah S. Ehler 📂 Article 📅 1991 🏛 John Wiley and Sons 🌐 French ⚖ 284 KB

## Abstract Tryptophan synthase catalyzes the nucleophilic replacement of the hydroxyl group at C‐3 of L‐serine. This enzyme can use benzyl mercaptan as a nucleophile in the conversion of serine to S‐benzyl‐L‐cysteine which is deblocked by treatment with sodium in liquid ammonia to yield L‐cysteine