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
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-