𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Synthesis of (S)-1-[3-hydroxy-2-(phosphonylmethoxy) propyl]-[2-14C]cytosine ((S)-[14C] HPMPC)

✍ Scribed by U. J. Haynes; J. E. Swigor; J. J. Bronson

Publisher
John Wiley and Sons
Year
1991
Tongue
French
Weight
164 KB
Volume
29
Category
Article
ISSN
0022-2135

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

The synthesis of (S)‐[^14^C]HPMPC (4) is described. Heating [2‐^14^C]cytosine (1) in N, N‐dimethylformamide with (R)‐3‐0‐benzyl‐2‐0‐[(diethylphosphonyl)methyl]‐1‐0‐(methylsulfonyl) glycerol in the presence of cesium carbonate gave (S)‐1‐[3‐benzyloxy‐2‐(diethylphosphonylmethoxy) propyl]‐[2‐^14^C]cytosine (2). Reduction with palladium hydroxide on carbon in cyclohexene yielded (S)‐1‐[3‐hydroxy‐2‐(diethylphosphonylmethoxy)propyl]‐[2‐^14^C] cytosine (3). Deprotection of the diethylphosphonate ester with bromotrimethylsilane and treatment with water produced 190 mg of [^14^C] HPMPC (4) having a specific activity of 21.2 μCi/mg and a radiochemical purity 98.5% in an overall yield of 5.6%.

📜 SIMILAR VOLUMES

Synthesis of homovanillic acid-2−14C, ho
Synthesis of homovanillic acid-2−14C, homoprotocatechuic acid-2−14C, 3′, 4′-dihydroxymandelic acid-2−14C and 1-(4 hydroxy-3-methoxyphenyl)-ethylene glycol-1−14C
✍ A. A. Liebman; D. H. Malarek; A. M. Dorsky; H. H. Kaegi 📂 Article 📅 1971 🏛 John Wiley and Sons 🌐 French ⚖ 493 KB 👁 1 views

Specifically labelled phenylacetic acid and mandelic acid derivatives, metabolites of L-Dopa, have been synthesized via the intermediary labelled benzyl alcohols, which were prepared by reduction of the methyl esters of the appropriate benzoic acids. The benzyl alcohols have been converted to the co

Synthesis of N-[N-[(S)-1-ethoxy[14C]carb
Synthesis of N-[N-[(S)-1-ethoxy[14C]carbonyl-3-phenyl[1-14C]propyl]-L-alanyl]-N-(indan-2-YL)glycine hydrochloride ([14C]CV-3317)
✍ Masazumi Watanabe; Norio Tada; Katsumi Itoh; Nobuyoshi Hayashi 📂 Article 📅 1987 🏛 John Wiley and Sons 🌐 French ⚖ 176 KB

## N-[N-[(S)-1-Ethoxycarbonyl -3-phenylpropyll-La l a ~y l ~-E -T i n d a n -2 -y 1 ) glycine hydrochloride (CV-3317) , a new potent angiotensin converting enz e inhibitor, was labeled with carbon-14. Diethyl [U-'C]oxalate was condensed with ethyl 3-phenylpropionate, subsequently decarboxylated to

Synthesis of S-methyl-6-propyl-2-thioura
Synthesis of S-methyl-6-propyl-2-thiouracil-35S and 6-propyluracil-2-14C
✍ Hassan Y. Aboul-Enein 📂 Article 📅 1974 🏛 John Wiley and Sons 🌐 French ⚖ 71 KB

Two o f t h e m i n o r m e t a b o l i t e s o f t h e a n t i t h y r o i d d r u g 6 -p r o p y l -2t h i o u r a c i l ( I ) have been i s o l a t e d f r o m r a t u r i n e i d e n t i f i e d as S-methyl-6 -p r o p y l -2 -t h i o u r a c i l

Synthesis of 3-indolyl(1-14C)acetic, 3-i
Synthesis of 3-indolyl(1-14C)acetic, 3-indolyl(2-14C) acetic and 3-indolyl(1,2-14C2)acetic acids
✍ K. V. Viswanathan; T. V. Ramaamurthy 📂 Article 📅 1980 🏛 John Wiley and Sons 🌐 French ⚖ 208 KB 👁 1 views

## Abstract The synthesis of 3‐indolylacetic acid labelled with ^14^C in side chain carbon atoms has been effected using (1‐^14^C)glycolic acid, (1,2‐^14^C~2~)glycolic acid and (2‐^14^C)glycolic acid in an yield of 40‐60%. Some of the parameters that affect the synthesis have been studied and the r

Synthesis of 14C-labelled 3-(1-hydroxy-2
Synthesis of 14C-labelled 3-(1-hydroxy-2-piperidinoethyl)-5-phenylisoxazole citrate (31252-S)
✍ H. Minato; T. Nagasaki; T. Yokoshima; K. Suga; M. Yamaguchi 📂 Article 📅 1974 🏛 John Wiley and Sons 🌐 French ⚖ 268 KB

## Abstract 3‐(1‐Hydroxy‐2‐piperidinoethyl)‐5‐phenylisoxazole citrate, 31252‐S (I) has been labelled with carbon‐14. The carbon‐14 label was incorporated into the C‐2 position of the side‐chain to give (II) and into the C‐4 position of the isoxazole ring of the molecule to give (III). The carbon‐1

Synthesis of malondialdehyde-1,2,3-14C3
Synthesis of malondialdehyde-1,2,3-14C3 via ethyl vinyl-[1,2-14C2] ether
✍ Michael J. Bienkowski; Melissa A. Tuttle; Lawrence J. Marnett 📂 Article 📅 1980 🏛 John Wiley and Sons 🌐 French ⚖ 234 KB 👁 1 views

## Abstract The synthesis of 1,1,3,3‐tetraethoxypropane‐1,2,3‐^14^C~3~ from uniformly labeled paraldehyde is described. The synthesis involves three steps and proceeds in an overall yield of 25%. The final product is greater than 95% radiochemically pure and it is stable indefinitely when stored as