𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Hydrazide as a Carboxyl Protecting Group deprotection by acidolysis

✍ Scribed by Jörg Schnyder; Max Rottenberg

Publisher
John Wiley and Sons
Year
1975
Tongue
German
Weight
243 KB
Volume
58
Category
Article
ISSN
0018-019X

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

Elimination of the hydrazide group was studied with the model compounds N‐benzoyl‐glycine hydrazide and N‐benzoyl‐L‐phenylalanine hydrazide, using phosphorus oxychloride, hydrogen bromide or hydrogen chloride in acetic acid, or 60% perchloric acid. It was found that treatment of N‐benzoyl‐L‐phenylalanine hydrazide with perchloric acid gave N‐benzoyl‐L‐phenylalanine in 100% yield and without racemisation.

📜 SIMILAR VOLUMES

Development of p-phenylbenzyl as a new p
Development of p-phenylbenzyl as a new protecting group: protection and deprotection of alcohols
✍ G.V.M Sharma; Rakesh 📂 Article 📅 2001 🏛 Elsevier Science 🌐 French ⚖ 59 KB

Phenylbenzyl is developed as a new 'PMB' like protecting group. p-Phenylbenzyl (PPB) ethers were prepared from alcohols with PPBBr-NaH or p-phenylbenzyl trichloroacetimidate-TfOH and subjected to oxidative deprotection using DDQ or DDQ (10 mol%)-3 equiv. Mn(OAc) 3 .

Arylmethyl esters as protecting groups f
Arylmethyl esters as protecting groups for carboxylic, carbonic and carbamic acids: deprotection via homogeneous palladium-catalyzed hydrogenolysis
✍ André Boutros; Jean-Yves Legros; Jean-Claude Fiaud 📂 Article 📅 1999 🏛 Elsevier Science 🌐 French ⚖ 206 KB

4-Quinolylmethyl (4-QUI) esters of carboxylic acids and 1-naphthyimethyi (1-NAP) esters of carbonic and carbamic acids are reduced by palladium-catalyzed hydrogenolysis by formate anion. The reaction conditions are compatible with the presence of a benzyl ester and of an alkene double bond.