Eigenschaften und Verwendbarkeit des 10, 11‐Dihydro‐5 H ‐dibenzo[ a,d ]cyclohepten‐5‐yl‐Rests (= 5‐Dibenzosuberyl‐Rests) als neue Schutzgruppe für Amine, Aminosäuren, Alkohole, Thiole und Carbonsäuren
Properties and suitability of the 10,11‐dihydro‐5 H ‐dibenzo[ a, d ]cyclohepten‐5‐yl group (= 5‐dibenzosuberyl group) as a new protecting group for amines, amino‐acids, alcohols, thiols and carboxylic acids. The 10,11‐dihydro‐5 H ‐dibenzo[ a,d ]cyclohepten‐5‐yl group (5‐dibenzosuberyl group): magnif...
Gespeichert in:
Veröffentlicht in: | Helvetica chimica acta 1976-03, Vol.59 (2), p.499-512 |
---|---|
1. Verfasser: | |
Format: | Artikel |
Sprache: | eng |
Online-Zugang: | Volltext |
Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
Zusammenfassung: | Properties and suitability of the 10,11‐dihydro‐5
H
‐dibenzo[
a, d
]cyclohepten‐5‐yl group (= 5‐dibenzosuberyl group) as a new protecting group for amines, amino‐acids, alcohols, thiols and carboxylic acids.
The 10,11‐dihydro‐5
H
‐dibenzo[
a,d
]cyclohepten‐5‐yl group (5‐dibenzosuberyl group):
magnified image
has been found useful for protecting amines, alcohols, thiols, and carboxylic acids.
Furthermore, the investigated 5‐amino compounds are extremely stable in strongly acidic media (
e. g.
in hydrogen bromide) and still the amino group is easily cleaved under mild conditions, such as those used for N‐trityl compounds (
e.g.
boiling in dilute acetic acid or catalytic hydrogenation).
Hence this ring system could be a valuable and adaptable protecting group, especially in peptide chemistry. |
---|---|
ISSN: | 0018-019X 1522-2675 |
DOI: | 10.1002/hlca.19760590216 |