Related Experiment Video
Updated: Jun 5, 2026

Modification and Functionalization of the Guanidine Group by Tailor-made Precursors
Published on: April 27, 2017
cis-(9S,10S)-Methyl 1-propyl-1,2,3,4-tetra-hydro-β-carboline-3-carboxyl-ate
Abstract:
The title compound, C(16)H(20)N(2)O(2), was synthesized from (S)-tryptophan methyl ester hydro-chloride and butyraldehyde. The absolute configuration 9S,10S was assigned on the basis of the unchanging chirality of the C9 centre. The NH group of the indole ring is involved in inter-molecular N-H⋯O hydrogen bonding, while the NH group of the six-membered ring is not. This latter ring has a half-chair conformation.
Related Concept Videos
Carbocations
Disubstituted Cyclohexanes: cis-trans Isomerism
In cyclohexane, the substituents can occupy different positions generating distinct isomers.
Carboxylic Acids to Methylesters: Alkylation using Diazomethane
Nomenclature of Carboxylic Acid Derivatives: Amides and Nitriles
The IUPAC and common names of amides are derived from the parent carboxylic acid, by replacing the suffix “oic acid” and “ic acid,” respectively, with “amide.” In the following example, the IUPAC name ethanamide is derived from ethanoic acid, and the common name, acetamide, is obtained from acetic acid.
Conformations of Cycloalkanes
Multiple Halogenation of Methyl Ketones: Haloform Reaction

