3423-02-7

Upstream product

• 87183-77-5 (+)-O,O-Dimethylvanuatine 
• 1246431-52-6 C₁₉H₁₇Cl₃O₇ 
• 1580442-46-1 C₅₃H₅₈N₂O₈ 
• 14199-15-6 Methyl 4-hydroxyphenylacetate 
• 228271-22-5 6,7-dimethoxy-1-[[4-[5-(6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolinyl)methyl-2-methoxy]phenoxy]benzyl]-2-methyl-1,2,3,4-tetrahydroisoquinoline 
• 409366-27-4 (3,5-dichloro-4-hydroxyphenyl)acetic acid methyl ester 
• 42583-41-5 2-{4-[5-(carboxymethyl)-2-methoxyphenoxy]phenyl}acetic acid 
• 1580442-44-9 methyl 2-{4-hydroxy-3-[4-(2-methoxy-2-oxoethyl)phenoxy]phenyl}acetate 
• 1246431-54-8 C₁₈H₁₅Cl₃O₆ 
• 87183-74-2 (+)-Vanuatine 
• 93780-79-1 (+)-thaliphylline 
• 182305-80-2 {(S)-1-[(S)-6,7-Dimethoxy-1-(4-methoxy-benzyl)-3,4-dihydro-1H-isoquinolin-2-yl]-pyrrolidin-2-yl}-methanol 
• 3611-33-4 O,O-Dimethylcoclaurine 
• 182305-82-4 (9R,13S)-2,3-Dimethoxy-6,9,13,15,16,17-hexahydro-7H,12H-11-oxa-8,14-diaza-cyclopenta[a]phenanthrene 

Relevant academic research and scientific papers

Practical metal-free C(sp3)-H functionalization: Construction of structurally diverse α-substituted N-benzyl and N-allyl carbamates

Described is a practical and universal C-H functionalization of readily removable N-benzyl and N-allyl carbamates, with a wide range of nucleophiles at ambient temperature promoted by Ph3CClO4. The metal-free reaction has an excellent functional-group tolerance, and displays a broad scope with respect to both N-carbamates and nucleophile partners (a variety of organoboranes and C-H compounds). The synthetic utility in target- as well as diversity-oriented syntheses is demonstrated. Strategic play: A direct functionalization of the title carbamates with a wide range of nucleophiles has been developed. The reaction proceeds efficiently at low temperature using Ph3CClO4 as an oxidant. Sensitive functional groups are tolerated, thus allowing applications in natural product synthesis, the construction of chemical libraries, and the discovery of potential anticancer targets.

Synthesis of (+)-O-methylthalibrine by employing a stereocontrolled Bischler-Napieralski reaction and an electrochemically generated diaryl ether

An efficient electrochemical four-step route was developed for the preparation of diaryl ether derivatives by using halogenation and dehalogenation processes in addition to electrochemical phenolic oxidation and reduction reactions. The synthesis of (+)-O

Lewis acid-mediated nucleophilic alkylations on chiral [6,3a,4]oxadiazaindano[5,4-a]isoquinolines. Asymmetric synthesis of 1-alkyl substituted tetrahydroisoquinolines

Lewis acid-mediated nucleophilic alkylation of the chiral [6,3a,4]oxadiazaindano[5,4-a]isoquinoline derivatives with various organometallic reagents leads to highly enantioselective synthesis of 1-alkyl substituted tetrahydroisoquinolines. This methodology was applied to the asymmetric synthesis of (-)-salsolidine and (+)-O-methylarmepavine.

ALKALOIDS OF DEHAASIA TRIANDRA

Separation of the basic fraction from Dehaasia triandra afforded two new bisbenzylisoquinoline alkaloids, dehatridine and dehatrine, along with six known alkaloids, isocorydine, corytuberine, atheroline, nantenine, obaberine and a quaternary aporphine alkaloid, xanthoplanine (5). - Keywords: Dehaasia triandra; Lauraceae; Iau-Guoo-Nan; bisbenzylisoquinoline alkaloids; dehatridine; dehatrine.

ENZYMIC CONTROL OF STEREOCHEMISTRY AMONG THE THALICTRUM BISBENZYLISOQUINOLINE ALKALOIDS

The new bisbenzylisoquinolines (+)-thaligrisine and (+)-thaliphylline 6 have been isolated from Thalictrum minus var. microphyllum.Four rules are described which correlate the structures os Thalictrum bisbenzylisoquinolines with their stereochemistry at C-1 and C-1'.As a result, (+)-thalrugosamine is shown to be identical with (+)-homoaromoline 14. (+)-Thalisamine and (+)-N'-norhernandezine are also identical and are represented by expression 18.The sole exception to the rules is (-)-isothalidezine 15.

Novel Biogenetic Pathways from (+)-Reticuline. Three Dimeric Alkaloids: (+)-Vanuatine, (+)-Vateamine, and (+)-Malekulatine

The bark of Hernandia peltata Meissner (Hernandiaceae), gathered in the Republic of Vanuatu (New Hebrides), has yielded the bis(benzylisoquinolines) (+)-vanuatine (5), (+)-vateamine (6), and (+)-malekulatine (7).These are the first-known dimers of (+)-reticuline (2).Compounds 5 and 6 are products of tail-to-tail oxidative coupling, whereas 7 involves head-to-tail coupling.