Issue 11, 2011
From the journal:

Organic & Biomolecular Chemistry

A facile synthesis and crystallographic analysis of N-protected β-amino alcohols and short peptaibols†

Sandip V. Jadhav,a   Anupam Bandyopadhyay,a   Sushil N. Benke,a   Sachitanand M. Malia  and  Hosahudya N. Gopi*a  

* Corresponding authors

a Department of Chemistry, Indian Institute of Science Education and Research, Garware Circle, Pashan, Pune, India
E-mail: hn.gopi@iiserpune.ac.in

Abstract

A facile, efficient and racemization-free method for the synthesis of N-protected β-amino alcohols and peptaibols using N-hydroxysuccinimide active esters is described. Using this method, dipeptide, tripeptide and pentapeptide alcohols were isolated in high yields. The conformations in crystals of β-amino alcohol, dipeptide and tripeptide alcohols were analysed, with a well-defined type III β-turn being observed in the tripeptide alcohol crystals. This method is found to be compatible with Fmoc-, Boc- and other side-chain protecting groups.

Graphical abstract: A facile synthesis and crystallographic analysis of N-protected β-amino alcohols and short peptaibols

About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

DOI
https://doi.org/10.1039/C0OB01226B
Article type
Paper
Submitted
21 Dec 2010
Accepted
15 Mar 2011
First published
15 Mar 2011

Org. Biomol. Chem., 2011,9, 4182-4187

Permissions

Request permissions

A facile synthesis and crystallographic analysis of N-protected β-amino alcohols and short peptaibols

S. V. Jadhav, A. Bandyopadhyay, S. N. Benke, S. M. Mali and H. N. Gopi, Org. Biomol. Chem., 2011, 9, 4182 DOI: 10.1039/C0OB01226B

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements