𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Synthesis of 4′-amino-4′-deoxy analog of pantothenic acid

✍ Scribed by V.M. Kopelevich; L.N. Bulanova; V.I. Gunar


Book ID
104246552
Publisher
Elsevier Science
Year
1979
Tongue
French
Weight
150 KB
Volume
20
Category
Article
ISSN
0040-4039

No coin nor oath required. For personal study only.

✦ Synopsis


The synthesis of g-and &-N-(4-amino-3, 3-dimethyl-2-hydroxybutyryl)-j-alanine (1) is described. Compound 1 is an analog of pantothenic acid in which the 4'-hyroxy group is replaced by ami no group. The synthetic sequence leading to 7 involved the syntheais ;L-4-amino-3,3-dimethyl-2-hydroxybutyric acid and its resolution. Coupling of N-benzyloxycarbonyl N-hydroxysuccinimide ester (5) with F-alanine and followed by removal of the protecting group gave z.


📜 SIMILAR VOLUMES


An Amino Analog of Pantothenic Acid
✍ Holly, Frederick W.; Barnes, Roderick A.; Koniuszy, Frank R.; Folkers, Karl 📂 Article 📅 1948 🏛 American Chemical Society 🌐 English ⚖ 359 KB
Metabolite of 4-amino-4-deoxy-N10-methyl
✍ David G. Johns; Ti Li Loo 📂 Article 📅 1967 🏛 John Wiley and Sons 🌐 English ⚖ 417 KB

Amin0-4-deoxy-N'~-methylpteroylglutamic acid (methotrexate; M T X ) is rapidly metabolized by rabbit liver aldehyde oxidase. The MTX metabolite, on oxidative cleavage with permanganate, yields a simple pteridine having the spectrophotometric and chromatographic properties of 2,4-diamino-7-hydroxy-G-