171288-08-7

Basic information

• Product Name: 1(2H)-Pyridinecarboxylic acid, 3,4-dihydro-6-phenyl-, 1,1-dimethylethyl ester
• CAS NO: 171288-08-7
• Molecular Formula: C16H21NO2
• Molecular Weight: 259.348
• Mol File: 171288-08-7.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: 1(2H)-Pyridinecarboxylic acid, 3,4-dihydro-6-phenyl-, 1,1-dimethylethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1(2H)-Pyridinecarboxylic acid, 3,4-dihydro-6-phenyl-, 1,1-dimethylethyl ester(171288-08-7)
• EPA Substance Registry System: 1(2H)-Pyridinecarboxylic acid, 3,4-dihydro-6-phenyl-, 1,1-dimethylethyl ester(171288-08-7)

Safety Data

• Hazardous Substances Data: 171288-08-7(Hazardous Substances Data)

Upstream product

• 171288-01-0 6-trifluoromethanesulfonyloxy-3,4-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester 
• 98-80-6 phenylboronic acid 
• 3308-02-9 3-hydroxy-2-phenylpyridine 
• 151978-50-6 N-(tert-butoxycarbonyl)-pent-4-ynyl-1-amine 
• 131667-57-7 tert-butyl 1,2,3,4-tetrahydro-1-pyridinecarboxylate 
• 148701-41-1 3,6-diketo-2-phenylpiperidine 
• 1372716-04-5 tert-butyl 6-[(diphenoxyphosphoryl)oxy]-3,4-dihydropyridine-1(2H)-carboxylate 
• 85908-96-9 2-oxopiperidine-1-carboxylic acid tert-butyl ester 
• 763105-93-7 (2R,3S)-1-(tert-butyloxycarbonyl)-3-hydroxy-2-phenylpiperidine 
• 865245-32-5 6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,4-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester 
• 108-86-1 bromobenzene 
• 4406-77-3 2-Phenyl-1,3,2-dioxaborinane 

Downstream Products

• 154874-89-2 tert-butyl 2-phenylipiperidine-1-carboxylate 
• 763105-93-7 (2R,3S)-1-(tert-butyloxycarbonyl)-3-hydroxy-2-phenylpiperidine 
• 191669-62-2 (S)-tert-butyl 3-carbonyl-2-phenylpiperidine-1-carboxylic acid 
• 250589-63-0 (2S,3R)-tert-butyl 3-hydroxy-2-phenylpiperidine-1-carboxylic acid 
• 1284129-42-5 tert-butyl 4-oxo-6-phenyl-3,4-dihydropyridine-1(2H)-carboxylate 

Relevant articles and documents

Borane-Catalyzed Reduction of Pyridines via a Hydroboration/Hydrogenation Cascade

We have developed a method for a B(C6F5)3-catalyzed hydroboration/hydrogenation cascade reduction of pyridines. The method was particularly effective for 2,3-disubstituted pyridines, which generated piperidines in high yields with high cis selectivity. Mechanistic studies indicated that the pyridine substrates and the piperidine products sequentially acted as bases in cooperation with B(C6F5)3to split H2. The broad functional group tolerance of the method allowed its use for the synthesis of some biologically active molecules.

Regiocontrolled synthesis of (hetero)aryl and alkenyl dehydropyrrolidines, dehydropiperidines and azepenes by Ru-catalyzed, heteroatom-directed α-C-H activation/cross-coupling of cyclic enamides with boronic acids

The synthesis of α-aryl and alkenyl pyrrolidine-, piperidine-, and azepane derivatives, through the intermediacy of cyclic enamides is described. The desired outcome is achieved through ruthenium-catalyzed, site-selective sp2 C-H activation/cro

A short, chemo-enzymatic synthesis of both enantiomers of trans-3-hydroxypipecolic acid

A short synthesis of both enantiomers of trans-3-hydroxypipecolic acid was based on the Suzuki-Miyaura reaction of a lactam-derived enol phosphate and the lipase-catalyzed kinetic resolution of the alcohol obtained by hydroboration/oxidation of the coupling product. The RuCl3-catalyzed oxidation of the heteroaryl group introduced by the Suzuki-Miyaura coupling eventually afforded, in six or seven steps, the target compounds in 15-17% overall yield.