854917-80-9

Basic information

• Product Name: 2-Pyrrolidinemethanol, 1-[(4-methoxyphenyl)methyl]-, (2S)-
• CAS NO: 854917-80-9
• Molecular Formula: C13H19NO2
• Molecular Weight: 221.299
• Mol File: 854917-80-9.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 2-Pyrrolidinemethanol, 1-[(4-methoxyphenyl)methyl]-, (2S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Pyrrolidinemethanol, 1-[(4-methoxyphenyl)methyl]-, (2S)-(854917-80-9)
• EPA Substance Registry System: 2-Pyrrolidinemethanol, 1-[(4-methoxyphenyl)methyl]-, (2S)-(854917-80-9)

Safety Data

• Hazardous Substances Data: 854917-80-9(Hazardous Substances Data)

Upstream product

• 212393-24-3 (S)-methyl 1-(4-methoxybenzyl)pyrrolidine-2-carboxylate 
• 87341-38-6 methyl (2S)-1-(4-methoxybenzyl)pyroglutamate 
• 147-85-3 L-proline 
• 824-94-2 p-methoxybenzyl chloride 
• 23356-96-9 (S)-1-Pyrrolidin-2-yl-methanol 
• 142351-11-9 methyl 1-(4-methoxybenzoyl)pyrrolidine-2-carboxylate 
• 100-09-4 4-methoxybenzoic acid 
• 2577-48-2 methyl (2S)-pyrrolidine carboxylate 

Downstream Products

• 69610-40-8 N-(tert-butoxycarbonyl)-L-prolinol 
• 23356-96-9 (S)-1-Pyrrolidin-2-yl-methanol 

Relevant articles and documents

Transition-Metal-Free Deconstructive Lactamization of Piperidines

One of the major challenges in organic synthesis is the activation or deconstructive functionalization of unreactive C(sp3)–C(sp3) bonds, which requires using transition or precious metal catalysts. We present here an alternative: the deconstructive lactamization of piperidines without using transition metal catalysts. To this end, we use 3-alkoxyamino-2-piperidones, which were prepared from piperidines through a dual C(sp3)–H oxidation, as transitory intermediates. Experimental and theoretical studies confirm that this unprecedented lactamization occurs in a tandem manner involving an oxidative deamination of 3-alkoxyamino-2-piperidones to 3-keto-2-piperidones, followed by a regioselective Baeyer–Villiger oxidation to give N-carboxyanhydride intermediates, which finally undergo a spontaneous and concerted decarboxylative intramolecular translactamization.

Exploiting π shielding interactions of η6 arene chromium (0) complexes: New auxiliaries derived from the biogenic chiral pool

A family of highly selective chiral auxiliaries containing arene chromium (0) complexes has been prepared using biogenic precursors from the chiral pool. The systems, derived from isomannide, prolinol, and xylofuranose were applied to the asymmetric Diels-Alder reaction of derived acrylate esters. Factors influencing stereoselectivity with the auxiliaries have been investigated and delineated including the impact of mixed ligands on the chromium (0) complex. Under optimal conditions, the auxiliaries give >95% e.e. and 98:2 exo:endo ratio in cycloaddition with cyclopentadiene.

Design, synthesis, and biological evaluation of novel T-Type calcium channel antagonists

This paper describes the synthesis of several novel T-type calcium channel antagonists that inhibit calcium influx into the cell, which in turn regulates unknown aspects of the cell cycle pathway that are responsible for cellular proliferation. A library of compounds was synthesized anda brief structure activity relationship will be described. From these studies we have identified a compound (1) that displays anti-proliferative activity in the low micromolar range across a variety of cancer cell lines.