67175-79-5

Basic information

• Product Name: 2-(4-methoxycyclohexa-1,4-dienyl)ethylamine
• Synonyms: 2-(4-methoxycyclohexa-1,4-dienyl)ethylamine
• CAS NO: 67175-79-5
• Molecular Weight: 153.224
• Mol File: 67175-79-5.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 2-(4-methoxycyclohexa-1,4-dienyl)ethylamine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-methoxycyclohexa-1,4-dienyl)ethylamine(67175-79-5)
• EPA Substance Registry System: 2-(4-methoxycyclohexa-1,4-dienyl)ethylamine(67175-79-5)

Safety Data

• Hazardous Substances Data: 67175-79-5(Hazardous Substances Data)

Upstream product

• 55-81-2 4-Methoxyphenethylamine 

Downstream Products

• 181769-06-2 2-Chloro-N-[2-(4-methoxy-cyclohexa-1,4-dienyl)-ethyl]-acetamide 
• 1609159-34-3 C₂₂H₃₄BrNO₃Si 
• 1609159-33-2 C₁₆H₂₀BrNO₃ 
• 63814-03-9 1,2,3,3a,4,5,12b,12c-octahydro-7H-1,3-benzodioxolo[5,6-c]pyrrolo[3,2,1-ij]quinoline 
• 645388-77-8 (6-Bromo-benzo[1,3]dioxol-5-ylmethyl)-[2-(4-methoxy-cyclohexa-1,4-dienyl)-ethyl]-amine 
• 10313-37-8 4-{2-[(6-bromo-benzo[1,3]dioxol-5-ylmethyl)-amino]-ethyl}-cyclohex-2-enone 
• 545357-79-7 [2-(1,4-dioxaspiro[4,5]dec-7-en-8-yl)-ethyl]-(2-iodo-4,5-dimethoxybenzyl)-carbamic acid tert-butyl ester 
• 545357-78-6 [2-(1,4-dioxaspiro[4,5]dec-7-en-8-yl)-ethyl]-(2-iodo-4,5-dimethoxy-benzyl)-amine 
• 912295-49-9 (6-iodo-benzo[1,3]dioxol-5-ylmethyl)-[2-(4-methoxy-cyclohexa-1,4-dienyl)-ethyl]-amine 
• 545357-77-5 (2-iodo-4,5-dimethoxy-benzyl)-[2-(4-methoxycyclohexa-1,4-dienyl)-ethyl]-amine 
• 98425-74-2 4-(2-amino-ethyl)-cyclohex-2-enone 

Relevant articles and documents

Synthesis and pharmacological evaluation of dhβe analogues as neuronal nicotinic acetylcholine receptor antagonists

Dihydro-β-erythroidine (DHβE) is a member of the Erythrina family of alkaloids and a potent competitive antagonist of the α4β2-subtype of the nicotinic acetylcholine receptors (nAChRs). Guided by an X-ray structure of DHβE in complex with an ACh binding p

An Efficient Palladium Mediated Synthesis of (±)-γ-Lycorane

An intramolecular approach incorporating a Michael addition followed by a palladium-mediated arylation of ketone towards the synthesis of Amaryllidaceae alkaloid (±)-γ-lycorane was reported.

Total synthesis of (±)-deethylibophyllidine: Studies of a Fischer indolization route and a successful approach via a Pummerer rearrangement/thionium ion-mediated indole cyclization

The total synthesis of (±)-deethylibophyllidine is described, proceeding in eight steps from 4-(methoxyphenyl)ethylamine in 5% overall yield (Scheme 6). In terms of sequential annulation, the strategy involves the following operations: E → DE → ABDE → ABCDE (Scheme 1). The key steps in the synthesis are the stereoselective formation of octahydroindol-6-ones by acid treatment of dihydroanisole derivatives, the regioselective Fischer indolization to obtain octahydropyrrolo[3,2-c]carbazoles, and the tandem process consisting of Pummerer rearrangement upon a β-amino sulfoxide and thionium ion cyclization upon a β-indole position of a 2,3-disubstituted indole to generate the quaternary spiro center. Attempts to effect the construction of the pentacyclic framework by means of Fischer indolization of the octahydropyrrolo[3,2,1-hi]indol-6-one resulted in failure (Scheme 2).