69721-57-9

Usage

Uses

Unfortunately, the provided materials do not mention any specific uses for (3S,3aS,15S)-3,3a,6,7,8,9,10,11,12,13,14,15-Dodecahydro-3-(4-hydroxyphenyl)-4H-1,16-etheno-5,15-(propaniminoethano)furo[3,4-l][1,5,10]triazacyclohexadecine-4,21-dione.

InChI:InChI=1/C28H36N4O4/c33-21-8-5-19(6-9-21)27-26-22-17-20(7-10-24(22)36-27)23-18-25(34)31-14-4-16-32(28(26)35)15-2-1-11-29-12-3-13-30-23/h5-10,17,23,26-27,29-30,33H,1-4,11-16,18H2,(H,31,34)/t23-,26+,27-/m1/s1

Upstream product

• 312908-82-0 (-)-(8S)-1-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]-8-(4-hydroxyphenyl)-1,5,9,13-tetraazacycloheptadecan-6-one 
• 373360-25-9 (-)-(S)-8-(4-methoxyphenyl)-1,13-bis[(4-methylphenyl)sulfonyl]-1,5,9,13-tetraazacycloheptadecan-6-one 
• 151813-62-6 (-)-(S)-8-(4-methoxyphenyl)-1,5,9,13-tetraazacycloheptadecan-6-one 
• 943-89-5 (E)-3-(4-methoxyphenyl)acrylic acid 
• 444119-35-1 (-)-(S)-N-(3-aminopropyl)-3-({3-[(4-methylphenylsulfonyl)amino]propyl}amino)-(4-methoxyphenyl)propanamide 
• 321835-85-2 (-)-(S)-3-(4-methoxyphenyl)-N-{3-[(4-methylphenylsulfonyl)amino]propyl}-3-({3-[(4-methylphenylsulfonyl)amino]propyl}amino)propanamide 
• 321835-84-1 (-)-(8S)-1-[(E)-3-(4-methoxyphenyl)prop-2-enoyl]-8-(4-methoxyphenyl)-1,5,9,13-tetraazacycloheptadecan-6-one 
• 360059-20-7 (S)-3-Amino-3-(4-methoxy-phenyl)-propionic acid ethyl ester 

Downstream Products

• 71461-13-7 (-)-ephedradine A 

Relevant academic research and scientific papers

New reagent for oxidative phenol coupling. The transformation of the monocyclic spermine base (S)-dihydroxyverbacine to the bicyclic alkaloid (S,S,S)-aphelandrine by cell free extract of barley seedlings

The soluble protein fraction of barley seedlings (Hordeum vulgare, Gramineae) in the presence of O2 stereoselectively catalyzes the intramolecular phenol coupling of the monocyclic spermine base (S)-dihydroxyverbacine to the bicyclic aphelandri

Biomimetic formation of macrocyclic spermine alkaloids

Dihydroxyverbacine (10), a precursor for oxidative phenol coupling, was obtained via (±)-buchnerine (14), whose synthesis is described. The oxidizing system hemin (ferriprotoporphyrin IX chloride)/H2O2 promoted intramolecular coupling of 10 to give the alkaloids aphelandrine (1), orantine (2), and chaenorpine (7). The alkaloids were identified by on-line coupled HPLC and atmospheric-pressure chemical-ionization (APCI) mass spectrometry.