1381986-46-4

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 161950-67-0 2-(2'-benzyl)phenylethyl alcohol 
• 108-86-1 bromobenzene 
• 138350-92-2 tert-butyl 1,2,3,4-tetrahydroisoquinoline-2-carboxylate 

Downstream Products

• 1591920-03-4 tert-butyl 1-benzyl-1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxylate 
• 1591920-29-4 tert-butyl (1S)-1-benzyl-1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxylate 
• 1591920-06-7 tert-butyl 1-methyl-1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxylate 
• 1591920-09-0 tert-butyl 1-phenyl-1-(tributylstannyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate 
• 1591920-11-4 tert-butyl 1-butyl-1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxylate 
• 1591920-15-8 tert-butyl 1-allyl-1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxylate 
• 1591920-13-6 2-tert-butyl 1-methyl 1-phenyl-3,4-dihydroisoquinoline-1,2(1H)-dicarboxylate 
• 1591920-17-0 2-tert-butyl 1-ethyl 1-phenyl-3,4-dihydroisoquinoline-1,2(1H)-dicarboxylate 
• 1591920-19-2 1-benzyl 2-tert-butyl 1-phenyl-3,4-dihydroisoquinoline-1,2(1H)-dicarboxylate 
• 1591920-36-3 1-benzyl 2-tert-butyl (1S)-1-phenyl-3,4-dihydroisoquinoline-1,2(1H)-dicarboxylate 
• 1591920-21-6 tert-butyl 1-(4-bromobenzyl)-1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxylate 
• 1591920-38-5 tert-butyl (1S)-1-(4-bromobenzyl)-1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxylate 
• 1591920-43-2 methyl 2-(4-bromobenzoyl)-1-phenyl-1,2,3,4-tetrahydroisoquinoline-1-carboxylate 
• 1591920-31-8 tert-butyl (1S)-1-methyl-1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxylate 

Relevant academic research and scientific papers

A soluble iron(ii)-phthalocyanine-catalyzed intramolecular C(sp3)-H amination with alkyl azides

Herein, we describe a soluble iron(ii)-phthalocyanine, [FeII(tBu4Pc)(py)2] (Pc = phthalocyaninato(2-)), as an effective catalyst in intramolecular C(sp3)-H bond amination, with alkyl azides as the nit

Palladium-Catalyzed C(sp3)-H Arylation of N-Boc Benzylalkylamines via a Deprotonative Cross-Coupling Process

Diarylmethylamines are key intermediates and products in the pharmaceutical industry. Herein we disclose a novel method toward the synthesis of these important compounds via C-H functionalization. Presented is a reversible deprotonation of N-Boc benzylalkylamines at the benzylic C-H with in situ arylation by a NiXantPhos-based palladium catalyst (50-93 % yield, 29 examples). The method is also successful with N-Boc-tetrahydroisoquinolines. The advantages of this method are it avoids strong bases, low temperatures, and the need to transmetallate to main group metals for the coupling. Skipping steps! Diarylmethylamines are key intermediates and products in the pharmaceutical industry. A novel method toward the synthesis of these important compounds via C-H functionalization is reported. A reversible deprotonation of N-Boc benzylalkylamines at the benzylic C-H is coupled with in situ arylation with a (NiXantPhos)Pd-based catalyst (50-93 % yield, 29 examples). The advantages of this method are that it avoids strong bases, low temperatures, and the need to transmetallate to main group metals for the coupling.

Synthesis of 1,1-disubstituted tetrahydroisoquinolines by lithiation and substitution, with in situ IR spectroscopy and configurational stability studies

Lithiation of N-Boc-1-phenyltetrahydroisoquinolines was optimized by in situ IR spectroscopy. The kinetics for rotation of the carbamate group and for the enantiomerization of the organolithium were determined. The organolithium is configurationally stable at low temperature, and the asymmetric synthesis of 1,1-disubstituted tetrahydroisoquinolines can be achieved with high yields and high enantiomer ratios. The chemistry was applied to the preparation of FR115427 and provides a way to recycle the undesired enantiomer in the synthesis of solifenacin.