38171-33-4

Upstream product

• 22231-61-4 2-[4-(benzyloxy)-3-methoxyphenyl]ethylamine 
• 1700-29-4 2-(4-(benzyloxy)-3-methoxyphenyl)acetonitrile 
• 75-31-0 isopropylamine 
• 63909-38-6 3-methoxy-4-benzyloxy-ω-nitrostyrolene 
• 1700-33-0 N-ethoxycarbonyl-4-benzyloxy-3-methoxyphenethylamine 
• 100-39-0 benzyl bromide 
• 121-33-5 vanillin 
• 63909-38-6 1-(benzyloxy)-2-methoxy-4-[(E)-2-nitroethenyl]benzene 
• 2426-87-1 3-methoxy-4-(phenylmethoxy)benzaldehyde 
• 55803-41-3 N-formyl-2-[3-methoxy-4-(benzyloxy)phenyl]ethylamine 
• 74-88-4 methyl iodide 

Downstream Products

• 1316259-22-9 (R)-1-(3-hydroxybenzyl)-7-hydroxy-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline 
• 1719-33-1 1-(3-hydroxybenzyl)-7-hydroxy-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline 
• 485-19-8 (R)-reticuline 
• 605-34-5 (S)-scoulerine 
• 1871-08-5 1-(3-benzyloxybenzyl)-7-benzyloxy-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline 
• 70614-67-4 1-(3-benzyloxy-4-methoxybenzyl)-7-benzyloxy-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline 
• 1699-46-3 reticuline 
• 1418126-66-5 2-(3-(benzyloxy)-2-fluorophenyl)-N-(4-(benzyloxy)-3-methoxyphenethyl)-N-methylacetamide 
• 32549-78-3 7-benzyloxy-3,4-dihydro-6-methoxy-2-methyl-2H-isoquinolin-1-one 
• 481704-72-7 N-ethoxycarbonyl-N-methyl-4-benzyloxy-3-methoxyphenethylamine 
• 32602-66-7 4-Hydroxy-3-methoxy-N-methylphenethylamine 

Relevant academic research and scientific papers

Biocatalytic organic synthesis of optically pure (S)-scoulerine and berbine and benzylisoquinoline alkaloids

A chemoenzymatic approach for the asymmetric total synthesis of the title compounds is described that employs an enantioselective oxidative C-C bond formation catalyzed by berberine bridge enzyme (BBE) in the asymmetric key step. This unique reaction yielded enantiomerically pure (R)-benzylisoquinoline derivatives and (S)-berbines such as the natural product (S)-scoulerine, a sedative and muscle relaxing agent. The racemic substrates rac-1 required for the biotransformation were prepared in 4-8 linear steps using either a Bischler-Napieralski cyclization or a C1-Cα alkylation approach. The chemoenzymatic synthesis was applied to the preparation of fourteen enantiomerically pure alkaloids, including the natural products (S)-scoulerine and (R)-reticuline, and gave overall yields of up to 20% over 5-9 linear steps.

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.

Pharmaceutical phenylacetonitrile derivatives

The present invention provides phenylacetonitrile derivatives of the general formula: STR1 wherein R1, R2, R3, R4 and R5, which can be the same or different, are hydrogen or haolgen atoms or alkyl, al

Cactus alkaloids. XXXIII. β-Phenethylamines from the Guatemalan cactus Pilosocereus maxonii

TLC analysis of extracts of Pilosocereus maxonii (Rose) Byles and Rowley detected six identifiable alkaloids. Preparative TLC aided in the crystallization of the hydrochlorides of N-methyl-3,4-dimethoxyphenethylamine, N-methyl-3-methoxytyramine, and N,N-dimethyl-3-methoxytyramine. Traces of 3,4-dimethoxyphenethylamine (TLC and mass spectrometry), tyramine (TLC), and N-methyltyramine (TLC) were identified. While all of these compounds were isolated and/or detected previously in other cactus species this study is the first reported crystallization of N-methyl- and N,N-dimethyl-3-methoxytyramine from a natural source.