𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Reaction of ethyl 2-amino-4,6-O-benzylidene-2-deoxy-d-gluconate with acetylenic esters

✍ Scribed by Luis M. Vázquez de Miguel; José A. Serrano Blázquez; Fernando J. García Barros; Manuel Gómez Guillén

Publisher
Elsevier Science
Year
1984
Tongue
English
Weight
601 KB
Volume
126
Category
Article
ISSN
0008-6215

No coin nor oath required. For personal study only.

✦ Synopsis

Ethyl 2-amino-4,6-O-benzylidene-2-deoxy-D-gluconate adds to acetylenic esters to give sugar enaminones.

The following acetylene derivatives have been employed: methyl propiolate, ethyl phenylpropiolate, and dimethyl acetylenedicarboxylate ( 6). With compound 6, the reaction leads to a mixture of the expected enaminone and the isomeric oxazolidine derivative. The structures and configurations of the new compounds were studied by spectroscopic and chemical methods.

📜 SIMILAR VOLUMES

Koenigs-knorr glycosidations with 3,4,6-
Koenigs-knorr glycosidations with 3,4,6-tri-O-acetyl-2-deoxy-2-[(4,4-dimethyl-2,6-dioxocyclohexylidenemethyl)-amino]-α-d-glucopyranosyl bromide
✍ Antonio Gómez-Sánchez; María de Gracia García-Martín; Consolación Gasch 📂 Article 📅 1987 🏛 Elsevier Science 🌐 English ⚖ 729 KB

The title compound (2), readily obtained as a fairly stable, crystalline solid from 2-amino-2-deoxy-D-glucose hydrochloride through its iv-protected derivative, 2-deoxy-2-[(4,4-dimethyl-2,6-dioxocyclohexylideneme~yl)amino]-~-glucopyranose, is an excellent donor of the 2-amino-2-deoxy-&D-glucopyranos

Preparation of 2-amino-2-deoxy-3,4,5,6-t
Preparation of 2-amino-2-deoxy-3,4,5,6-tetra-O-methyl-d-gluconic acid hydrochloride, an intermediate in the preparation of polypeptide-type polyamides
✍ María de Gracia; García Martin; María Violante de Paz Báñez; Juan A. Galbis Pére 📂 Article 📅 1993 🏛 Elsevier Science 🌐 English ⚖ 351 KB

Carbohydrate-based polyamides are of interest as biomaterials. We have reported' the synthesis of some derivatives of 6-amino-6-deoxy-p-gluconic acid that are precursors for the synthesis of linear polyamides. Attempts to use 2-amino-2deoxy-D-gluconic acid and its 4,60benzylidene derivative in the s