NMR and X-ray crystallographic studies of linear and cyclic aminomethanephosphinates
✍ Scribed by Edgar González-Juárez; Armando Ortega-Guevara; Irma Linzaga-Elizalde; Jaime Escalante
- Publisher
- John Wiley and Sons
- Year
- 2006
- Tongue
- English
- Weight
- 142 KB
- Volume
- 17
- Category
- Article
- ISSN
- 1042-7163
- DOI
- 10.1002/hc.20179
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✦ Synopsis
We report the preparation of four diastereoisomeric pairs of ethyl { (3-hydroxypropyl)aminomethyl}phenylphosphinates. In two cases, the phosphinates were transformed to 1,4,2oxazaphosphepane heterocycles through one-pot intramolecular esterification. The analogous reaction with formaldehyde gave the six-membered ethyl (1,3-oxazinan-3-ylmethyl)phenylphosphinate, which could be transformed in a posterior reaction to the corresponding aminomethanephosphinic acid. The new compounds were characterized by IR, 1 H, 13 C, and 31 P NMR.
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## Abstract An efficient method for the preparation of novel cyano derivatives of 4‐amino‐3‐hydroxybutenoic acids **4–8** and __N__‐substituted‐2‐aminopyrrolin‐4‐ones **9–18** is described; the structure of compound **13** has been elucidated with X‐ray analysis.