311772-70-0

Basic information

• Product Name: 1-Piperidinecarboxylic acid, 2-[(2R)-2-hydroxy-2-phenylethyl]-, 1,1-dimethylethyl ester, (2R)-
• CAS NO: 311772-70-0
• Molecular Formula: C18H27NO3
• Molecular Weight: 305.417
• Mol File: 311772-70-0.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: 1-Piperidinecarboxylic acid, 2-[(2R)-2-hydroxy-2-phenylethyl]-, 1,1-dimethylethyl ester, (2R)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Piperidinecarboxylic acid, 2-[(2R)-2-hydroxy-2-phenylethyl]-, 1,1-dimethylethyl ester, (2R)-(311772-70-0)
• EPA Substance Registry System: 1-Piperidinecarboxylic acid, 2-[(2R)-2-hydroxy-2-phenylethyl]-, 1,1-dimethylethyl ester, (2R)-(311772-70-0)

Safety Data

• Hazardous Substances Data: 311772-70-0(Hazardous Substances Data)

Upstream product

• 1360454-45-0 tert-butyl (2R)-2-(2-hydroxy-2-phenylethyl)piperidine-1-carboxylate 
• 123-62-6 propionic acid anhydride 
• 97-72-3 2-Methylpropionic anhydride 
• 201350-80-3 (R)-tert-butyl 2-allylpiperidine-1-carboxylate 
• 1329435-39-3 C₁₃H₂₄INO₂ 
• 1329435-21-3 (S)-tert-butyl 6-(3-hydroxypropyl)-5,6-dihydropyridine-1(2H)-carboxylate 
• 1329435-29-1 (S)-tert-butyl allyl(7-hydroxyhept-1-en-4-yl)carbamate 
• 1329435-27-9 (S)-tert-butyl allyl(7-(tert-butyldimethylsilyloxy)hept-1-en-4-yl)carbamate 
• 1329435-26-8 (S)-N-allyl-7-(tert-butyldimethylsilyloxy)hept-1-en-4-amine 
• 1263039-99-1 (R)-tert-butyl 2-(3-hydroxypropyl)piperidine-1-carboxylate 
• 108-86-1 bromobenzene 
• 639458-46-1 (R)-2-(2-oxo-ethyl)-piperidine-1-carboxylic acid tert-butyl ester 
• 24424-99-5 di-tert-butyl dicarbonate 
• 1070913-20-0 (R)-1-phenyl-2-[N(1')-(tert-butoxycarbonyl)piperidin-2'-yl]ethanone 

Downstream Products

• 111612-22-7 (1R)-1-Phenyl-2<(2R)-2-piperidyl>ethanol 
• 67008-23-5 (2R)-2-((2R)-2-hydroxy-2-phenylethyl)-1-methylpiperidine 

Relevant articles and documents

Kinetic resolution of secondary alcohols using amidine-based catalysts

Kinetic resolution of racemic alcohols has been traditionally achieved via enzymatic enantioselective esterification and ester hydrolysis. However, there has long been considerable interest in devising nonenzymatic alternative methods for this transformation. Amidine-based catalysts (ABCs), a new class of enantioselective acyl transfer catalysts developed in our group, have demonstrated, inter alia, high efficacy in the kinetic resolution of benzylic, allylic, and propargylic secondary alcohols and 2-substituted cycloalkanols, and thus provide a viable alternative to enzymes.

Stereoselective asymmetric synthesis of (+)-sedamine and (+)-allosedamine

A convenient method for the generation of (+)-sedamine and (+)-allosedamine in high optical purity has been elaborated. The key steps are the highly stereoselective 1,2-nucleophilic addition to SAMP hydrazones allowing the installation of the stereogenic center at C2 and ring closing metathesis.

Enantioselective organocatalytic intramolecular aza-Michael reaction: A concise synthesis of (+)-sedamine, (+)-allosedamine, and (+)-coniine

(Chemical Equation Presented) The intramolecular aza-Michael reaction of carbamates bearing remote α,β-unsaturated aldehydes under organocatalytic conditions took place with good yields and excellent ee's when Jorgensen catalyst IV was used in the process, giving rise to the enantioselective formation of several five- and six-membered heterocycles. The developed methodology was applied to the synthesis of three piperidine alkaloids.