𝔖 Bobbio Scriptorium
✦   LIBER   ✦

A new synthesis of hypoglycin a

✍ Scribed by D.K. Black; S.R. Landor

Publisher
Elsevier Science
Year
1963
Tongue
French
Weight
120 KB
Volume
4
Category
Article
ISSN
0040-4039

No coin nor oath required. For personal study only.

✦ Synopsis

Hypoglycin A, (III), a new aminoacid with marked hypoglycasmic properties was isolsted by Hassal' from unripe ackee fruit (Blighia sapida) and subsequently synthesised in six stages from 2-bromo-propene by Carbon, Martin and Svett2. In our three stage synthesis l-bromo--buta-2,3-diene3 was condensed with ethyl formyleminomalonate in the presence of sodium hydride to give diethyl buta-2,3-dienylformylamino--malonate (I), v1.p. 8C", U max 1950 cm-1 in SC$ yield. Treatment of (I) with diiodomethane and zinc-copper couple' resulted in the addition of methylene to the non terminal double bond (we had already shown5 that carbenes add to allenes at the more substituted double bond) to give II (7l$) which was hydrolysed (Sodium hydroxide) and

📜 SIMILAR VOLUMES

Synthese von γ-L-Glutamyl-hypoglycin A (
Synthese von γ-L-Glutamyl-hypoglycin A (Hypoglycin B)
✍ A. Jöhl; W. G. Stoll 📂 Article 📅 1959 🏛 John Wiley and Sons 🌐 German ⚖ 239 KB

## Abstract N‐TFA‐γ‐L‐glutamyl‐hypoglycin A α‐ethyl ester was prepared by coupling N‐TFA‐L‐glutamic acid α‐ethyl ester with hypoglycin A according to the mixed anhydride method, using isobutyl chlorocarbonate. After removal of the protecting groups the resulting γ‐L‐glutamyl‐hypoglycin A was found

Die Konstitution von Hypoglycin A
Die Konstitution von Hypoglycin A
✍ Doz. Dr. C. V. Holt; Dr. W. Leppla 📂 Article 📅 1958 🏛 John Wiley and Sons 🌐 English ⚖ 151 KB
Zur Struktur von Hypoglycin A
Zur Struktur von Hypoglycin A
✍ U. Renner; A. Jöhl; W. G. Stoll 📂 Article 📅 1958 🏛 John Wiley and Sons 🌐 German ⚖ 320 KB

## Abstract Picrolonate, hydrogenation and ninhydrin‐degradation of hypoglycin A are described. The main product of the hydrolysis of hypoglycin A is β‐isobutyryl‐alanine.