55803-41-3

Upstream product

• 22231-61-4 2-[4-(benzyloxy)-3-methoxyphenyl]ethylamine 
• 109-94-4 formic acid ethyl ester 
• 107-31-3 Methyl formate 
• 121-33-5 vanillin 
• 100-39-0 benzyl bromide 
• 63909-38-6 3-methoxy-4-benzyloxy-ω-nitrostyrolene 
• 1860-56-6 4-benzyloxy-3-methoxy-β-nitrostyrene 
• 2426-87-1 3-methoxy-4-(phenylmethoxy)benzaldehyde 
• 63909-38-6 1-(benzyloxy)-2-methoxy-4-[(E)-2-nitroethenyl]benzene 

Downstream Products

• 4602-73-7 3,4-dihydro-7-hydroxy-6-methoxy-isoquinoline 
• 15357-92-3 6-methoxy-7-(benzyloxy)-3,4-dihydroisoquinoline 
• 857822-38-9 N-(4-benzyloxy-3-methoxy-phenethyl)-N-methyl-formamide 
• 38171-33-4 2-(4-(benzyloxy)-3-methoxyphenyl)-N-methylethanamine 
• 104669-20-7 11-benzyloxy-10-methoxy-7,8-dihydro-5H-benzopyrido<3,4-g>quinolizin-5-one 
• 104669-15-0 (12S,12aR)-2-Benzyloxy-12-hydroxy-3-methoxy-5,6,12,12a-tetrahydro-6a,9-diaza-benzo[a]anthracen-7-one 
• 104669-18-3 Acetic acid (12S,12aR)-2-benzyloxy-3-methoxy-7-oxo-5,7,12,12a-tetrahydro-6H-6a,9-diaza-benzo[a]anthracen-12-yl ester 
• 1263211-41-1 (S)-1-(4-methoxymethoxybenzyl)-2-methyl-6-methoxy-7-benzyloxy-1,2,3,4-tetrahydroisoquinoline 
• 1263210-09-8 7-(benzyloxy)-2-[(4R)-4,5-dihydro-4-(1-methylethyl)-2-oxazolyl]-6-methoxy-1,2,3,4-tetrahydroisoquinoline 
• 1263210-03-2 2-[4,5-dihydro-4-((R)-1-methylethyl)-2-oxazolyl]-(S)-1-(4-methoxymethoxybenzyl)-6-methoxy-7-benzyloxy-1,2,3,4-tetrahydroisoquinoline 
• 436-05-5 (±)-curine 
• 1426260-26-5 8-(2,4-dimethoxyphenyl)-6-methoxy-2-propyl-1,2,3,4-tetrahydroisoquinolin-7-ol 
• 1426260-25-4 C₂₀H₂₅NO₂ 
• 52336-73-9 7-(benzyloxy)-6-methoxy-2-methyl-3,4-dihydroisoquinolinium iodide 

Relevant academic research and scientific papers

A Modular Access to (±)-Tubocurine and (±)-Curine - Formal Total Synthesis of Tubocurarine

Two consecutive Cu-catalyzed Ullmann-type C-O couplings permitted the first successful entry toward the curare alkaloids (±)-tubocurine and (±)-curine. Starting from vanillin, the synthetic sequence comprises 15 linear steps and includes a total of 24 transformations. In addition, the total synthesis of tubocurine represents a formal total synthesis of the famous arrow poison alkaloid tubocurarine.

8-Phenylisoquinolines And Pharmaceutical Composition Used In Treatment For Sepsis

A compound is provided. The compound includes a formula of:

Formal synthesis of the bisbenzylisoquinoline alkaloid berbamunine by asymmetric substitution of chiral organolithium compounds

Asymmetric alkylation of enantiomeric tetrahydroisoquinolyl oxazolines was achieved with 96-97% diastereoselectivity. Removal of the oxazoline chiral auxiliary and further transformations provide a straightforward synthesis of the two synthetic intermediates that were previously synthesized by resolution, and which comprise a formal synthesis of berbamunine by Ullman coupling. ARKAT-USA, Inc.

Protoberberines from Reissert- compounds. Part IX [1]. An alternative approach to dibenzoquinolizine- and isoquinonaphthyridin-13a-carboxylic acids, a novel synthesis of alangimarine

3,4-Dihydroisoquinoline-Reissert-compounds were alkylated to 1-benzyl- and 1-picolyl-derivatives, which in turn could selectively be hydrolized yielding various carboxylic acids, among others certain amino acids related to 3′,4′-deoxynorlaudanosoline carboxylic acid (DNLCA). These on treating with ethanolic KOH underwent cyclization to dibenzoquinolizine- and isoquinonaphthyridine-13a-carboxylic acids. Alternatively this cyclization also could be achieved by a more convenient one-pot procedure starting from the same dihydro-Reissert-compounds. Thermal decarboxylation afforded among others the alangia alkaloids alangimarine and dihydroalangimarine. Springer-Verlag 2004.

An efficient synthesis of thalifoline

An efficient multi-step approach for the synthesis of the isoquinolin-1-one alkaloid thalifoline (1) is described. The key intermediate carbamate 8a underwent a modified Bischler-Napieralski-type cyclization using Banwell's Tf2O/DMAP conditions to form the lactam 9a under mild conditions and in excellent yield.

Synthesis of Benzylisoquinoline Derivatives

4-Benzyloxy-3-methoxyphenethylamine (1) on formylation with ethyl formate gave N-formyl-7-benzyloxy-6-methoxyphenethylamine (2) which on Bischeler-Napieralski cyclization with phosphorusoxychloride followed by methylation with methyl iodide furnished 7-be