17052-80-1

Upstream product

• 4078-65-3 N-[2-(3,4-dimethoxy-phenyl)-ethyl]-2-(4-methoxy-phenyl)-acetamide 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 120-20-7 2-(3,4-dimethoxyphenyl)-ethylamine 
• 402717-71-9 2-chloro-1-(4-methoxy-phenyl)-2-phenylsulfanyl-ethanone 
• 2632-13-5 2-Bromo-4'-methoxyacetophenone 
• 21875-72-9 1-(4-methoxy-phenyl)-2-phenylsulfanyl-ethanone 
• 72527-29-8 6,7-dimethoxy-1-(4-methoxybenzyl)-3,4-dihydroisoquinoline 
• 402717-72-0 1-(p-methoxybenzoyl)-6,7-dimethoxy-2-(p-tosyl)-1,2,3,4-tetrahydroisoquinoline 
• 72527-18-5 N-[2-(3,4-Dimethoxy-phenyl)-ethyl]-2-(4-methoxy-phenyl)-thioacetamide 
• 186581-53-3 diazomethane 
• 77410-37-8 longifolonine 

Relevant academic research and scientific papers

Copper(ii)-catalyzed and acid-promoted highly regioselective oxidation of tautomerizable C(sp3)-H bonds adjacent to 3,4-dihydroisoquinolines using air (O2) as a clean oxidant

A mild, efficient and eco-friendly method for the oxidation of 1-Bn-DHIQs to 1-Bz-DHIQs without concomitant excessive oxidation of 1-Bz-DHIQs to 1-Bz-IQs is very important for the syntheses of 1-Bz-DHIQ alkaloids and analogues. In this article, we developed a novel Cu(ii)-catalyzed and acid-promoted highly regioselective oxidation of tautomerizable C(sp3)-H bonds adjacent to the C-1 positions of various 1-Bn-DHIQs. It was observed that when 0.2 equiv. of Cu(OAc)2·2H2O was used as the catalyst, 3.0 equiv. of AcOH was used as the additive and air (O2) was used as a clean oxidant, various 1-Bn-DHIQs could be efficiently oxidized to corresponding 1-Bz-DHIQs at 25 °C in DMSO. Especially, almost no concomitant excessive oxidation of 1-Bz-DHIQs to 1-Bz-IQs was observed during the above reaction. In addition, this method was successfully applied in the first total synthesis of the alkaloid canelillinoxine.

C1 substituted 3, 4 - ISO-quinoline alkaloids of the preparation and its medicinal use

The invention belongs to the field of medical technology. The invention relates to a structure of the formula (I) indicated by the C1 substituted 3, 4 - ISO alkaloid or its pharmaceutically acceptable salt preparation method and medical use thereof. The invention to BOC - L - phenylalanine as raw materials, with 3, 4 - dimethoxyphenethylamine to N - acylated condensation and then remove the BOC group gets the (S)- 2 - amino - N - (3, 4 - dimethyl practiced with ethyl) - 3 - benzyl amide intermediate 1, intermediate 1 or phenethylamine derivatives with the prepared containing different substituent phenyllacetyl carries out amidation reaction, finally loop Bischler - Napieralski reaction. After activeness screening tests, the compounds of this invention possess pancrelipase inhibition, in the development into a lipase inhibitor and for preventing or treating hyperlipidemia, diabetes, obesity or metabolic syndrome and other diseases has a good application prospect.

Antiplatelet activity of benzylisoquinoline derivatives oxidized by cerium(IV) ammonium nitrate

Oxidation of 1-benzyl-3,4-dihydroisoquinolines with cerium(IV) ammonium nitrate (CAN) under mild condition yielded the mixture of corresponding 1-benzylisoquinolines (b-type) and 1-benzoylisoquinolines (a- or c-type) in an equal yields. The selective oxidation products (c-type) can be prepared by using MeCN instead of MeOH. In the antiplatelet assays, four inducers were employed, including AA, Col, PAF, and Thr. In the PAF or Col induced platelet aggregation, compounds belonging to a- and b-type showed stronger inhibitory effects than aspirin.

Desulfonylation of N-sulfonyl tetrahydroisoquinoline derivatives by potassium fluoride on alumina under microwave irradiation: Selective synthesis of 3,4-dihydroisoquinolines and isoquinolines

In a solvent-free system, the microwave irradiation of mixtures of N-sulfonyl tetrahydroisoquinolines and 37% potassium fluoride supported on alumina selectively furnished 3,4-dihydroisoquinolines or isoquinolines, depending upon the reaction time.

Elaboration of 1-benzoyltetrahydroisoquinoline derivatives employing a Pictet-Spengler cyclization with α-chloro-α-phenylthioketones. Synthesis of O-methylvelucryptine

The reaction of N-tosyl-β-phenethylamines with α-chloro-α-phenylthioketones, leading to 1-benzoyl- and 1-pivaloyl-tetrahydroisoquinolines under modified Pictet-Spengler conditions, is described. The synthesis of O-methylvelucryptine employing this transformation as a key step is reported.

SYTHESIS OF N-(ARYLETHYL)ARYLTHIOACETAMIDES BY THE WILLGERODT-KINDLER REACTION AND THEIR CONVERSION TO SUBSTITUTED 1-BENZYL-1,2,3,4-TETRAHYDROISOQUINOLINES

N-(Arylethyl)arylthioacetamides were synthesized by the reaction of substituted acetophenones with 2-arylethylamines.The reaction gives good yields when compounds with substituted hydroxyl groups are used. 2,4-Diarylthiazoles were isolated as side products from the Wilgerodt-Kindler reaction.The thioamides were converted into substituted 1-benzyl-1,2,3,4-tetrahydroisoquinolines by the Bischler-Napieralski cyclization, N-methylation, and reduction of the corresponding 3,4-dihydroisoquinoline methiodide derivatives.

Alkaloids of Cryptocarya longifolia: X-ray Crystal Structure of Thalifoline and Longifolonine

The known alkaloids reticuline (1), coclaurine (3), N-methylcoclaurine (2), laurotetanine (7), N-methyllaurotetanine (8), laurolitsine (10), isoboldine (9), norisocorydine (6), norargemonine (11), bisnorargemonine (12), thalifoline (16) and scoulerine (13) were isolated from the New Caledonian plant Cryptocarya longifolia together with two new bases, longifolidine (4) and longifolonine (14).Spectroscopic methods were used for identification and structural investigation, and X-ray crystallographic analysis to determine the structures of thialifoline and longifolonine