Synthesis of (2R,3S)-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl) 2-(4-bromophenyl)-3-(tert-butoxy-carbonylamino)-tetrahydrofuran-3-carboxylate and (2S,3R)-((1R,2S,5R)-2-isopropyl- 5-methylcyclohexyl)2-(4- bromophenyl)-3-(tert-butoxy¬carbonyl¬amino)-tetrahydrofuran-3-carboxylate

doi:10.3390/M594

This article is

freely available
re-usable

Molbank 2009, 2009(1), M594; doi:10.3390/M594

Short Note

Synthesis of (2R,3S)-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl) 2-(4-bromophenyl)-3-(tert-butoxy-carbonylamino)-tetrahydrofuran-3-carboxylate and (2S,3R)-((1R,2S,5R)-2-isopropyl- 5-methylcyclohexyl)2-(4- bromophenyl)-3-(tert-butoxy¬carbonyl¬amino)-tetrahydrofuran-3-carboxylate

Andreas Grauer and Burkhard König

Institute of Organic Chemistry, University of Regensburg, D-93040 Regensburg, Germany

* Author to whom correspondence should be addressed.

Received: 21 February 2009 / Accepted: 12 March 2009 / Published: 16 March 2009

Download PDF Full-Text [157 KB, uploaded 16 March 2009 16:35 CET]

Abstract: Two new C^α-tetrasubstituted α-amino acids (2R,3S)-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl) 2-(4-bromophenyl)-3-(tert-butoxycarbonylamino)-tetrahydrofuran-3-carboxylate and (2S,3R)-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl) 2-(4-bromophenyl)-3-(tert-butoxycarbonylamino)-tetrahydrofuran-3-carboxylate were synthesized and characterized by NMR, MS, elemental analysis and X-ray.

Keywords: amino acid synthesis; Cα-tetrasubstituted α-amino acids; unnatural amino acids

Supplementary Files

Supplementary File 1:
m594.mol 3D structure (MOL, 14 KB) Display in MOL Viewer
3D structure generated by CORINA by Molecular Networks.
Supplementary File 2:
m594.mol (MOL, 14 KB) Display in MOL Viewer

Article Statistics

Click here to load and display the download statistics.

Cite This Article

MDPI and ACS Style

Grauer, A.; König, B. Synthesis of (2R,3S)-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl) 2-(4-bromophenyl)-3-(tert-butoxy-carbonylamino)-tetrahydrofuran-3-carboxylate and (2S,3R)-((1R,2S,5R)-2-isopropyl- 5-methylcyclohexyl)2-(4- bromophenyl)-3-(tert-butoxy¬carbonyl¬amino)-tetrahydrofuran-3-carboxylate. Molbank 2009, 2009, M594.

AMA Style

Grauer A, König B. Synthesis of (2R,3S)-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl) 2-(4-bromophenyl)-3-(tert-butoxy-carbonylamino)-tetrahydrofuran-3-carboxylate and (2S,3R)-((1R,2S,5R)-2-isopropyl- 5-methylcyclohexyl)2-(4- bromophenyl)-3-(tert-butoxy¬carbonyl¬amino)-tetrahydrofuran-3-carboxylate. Molbank. 2009; 2009(1):M594.

Chicago/Turabian Style

Grauer, Andreas; König, Burkhard. 2009. "Synthesis of (2R,3S)-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl) 2-(4-bromophenyl)-3-(tert-butoxy-carbonylamino)-tetrahydrofuran-3-carboxylate and (2S,3R)-((1R,2S,5R)-2-isopropyl- 5-methylcyclohexyl)2-(4- bromophenyl)-3-(tert-butoxy¬carbonyl¬amino)-tetrahydrofuran-3-carboxylate." Molbank 2009, no. 1: M594.

Molbank EISSN 1422-8599 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert