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Synthesis and resolution of o-hydroxy-DL-phenylalanine-2-14C

✍ Scribed by C. Petitclerc; A. D'Iorio; N. Leo Benoiton

Publisher
John Wiley and Sons
Year
1969
Tongue
French
Weight
258 KB
Volume
5
Category
Article
ISSN
0022-2135

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✦ Synopsis

o-Hydro~y-DL-phenylalanine-2-~~C was prepared by the condensation of o-methoxybenzyl chloride and ethyl acetamidocyano-~c e t a t e -2 -~~C and subsequent hydrolysis. The rucemute was resolved by the stereospecijic action of chymotrypsin on the amino acid

ethyl ester at pH 5.0 to give the two isomers in 26-30 % yield.

📜 SIMILAR VOLUMES

Synthesis and enzymatic resolution of DL
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A new method of synthesis of DL-[ 7-14C]indospicine and DL-2-amino-[ 7-1 4C]pimelic acid and their nonradioactive equivalents is reported. The combined radiochemical yield of both compounds, starting from potassium 1 14C]cyanide was 15.3%. Indospicine was isolated as the flavianate.

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## Abstract 1‐O‐ and 5‐O‐Methyl‐^14^C‐myo‐inositols (methyf‐^14^C‐bornesitol and ‐sequoyitol) were synthesized by methylation of appropriately blocked myo‐inositol derivatives with methyl = ^14^C iodide and potassium hydroxide. The benzyl blocking groups of 1‐O‐methyl‐^14^C‐3,4,5, 6‐tetra‐O‐benzyl‐

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## 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]‐

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## Abstract DL‐[2‐^14^C]Octan‐2‐sulPhate was prepared by sulphating DL‐[2‐^14^C]octan‐2‐ol with pyridine‐SO~3~ adduct. Synthesis of the DL‐[2‐^14^C]alkanol started with carboxylation of hexyl magnesium bromide with ^14^CO~2~. Subsequent methylation with diazomethane and reduction of the ester with