A Practical Access to 1,2‐Diaminophytosphingolipids | Zendy

Harrak Youssef | Zendy; Llebaria Amadeu | Zendy; Delgado Antonio | Zendy

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A Practical Access to 1,2‐Diaminophytosphingolipids

Author(s) -

Harrak Youssef,

Llebaria Amadeu,

Delgado Antonio

Publication year - 2008

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.200800565

Subject(s) - chemistry , regioselectivity , acylation , amine gas treating , primary (astronomy) , combinatorial chemistry , ring (chemistry) , organic chemistry , catalysis , physics , astronomy

A practical approach to the synthesis of phytosphingolipids containing the 1,2‐diamino framework is described. The methodology relies on the regioselective ring‐opening of phytosphingosine‐derived N ‐nosylaziridines 4 and 6 with primary or secondary amines, acylation and subsequent deprotection steps. For practical purposes, N ‐substituted benzylamines were used as protected primary amine surrogates to avoid side‐reactions in the course of the N ‐nosyl deprotection step.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)

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