107746-25-8

Basic information

• Product Name: 2-Pyrrolidinemethanol, 4-hydroxy-1-(phenylmethyl)-, (2S,4R)-
• CAS NO: 107746-25-8
• Molecular Formula: C12H17NO2
• Molecular Weight: 207.272
• Mol File: 107746-25-8.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: 2-Pyrrolidinemethanol, 4-hydroxy-1-(phenylmethyl)-, (2S,4R)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Pyrrolidinemethanol, 4-hydroxy-1-(phenylmethyl)-, (2S,4R)-(107746-25-8)
• EPA Substance Registry System: 2-Pyrrolidinemethanol, 4-hydroxy-1-(phenylmethyl)-, (2S,4R)-(107746-25-8)

Safety Data

• Hazardous Substances Data: 107746-25-8(Hazardous Substances Data)

Upstream product

• 33996-30-4 trans-4-hydroxy-L-proline ethyl ester hydrochloride 
• 40216-83-9 L-4-hydroxyproline methyl ester hydrochloride 
• 100-44-7 benzyl chloride 
• 103201-79-2 (3R,7aS)-3-phenyl-tetrahydro-pyrrolo[1,2-c]oxazol-5-one 
• 17342-08-4 (S)-Pyroglutaminol 
• 7149-65-7 ethyl (S)-pyroglutamate 
• 56-86-0 L-glutamic acid 
• 98-79-3 L-Pyroglutamic acid 
• 2584-71-6 cis-hydroxy-D-proline 
• 114676-48-1 (2S,4R)-1-benzyl-4-hydroxyproline methyl ester 
• 1499-56-5 (R)-4-hydroxy-L-proline ethyl ester 
• 100-39-0 benzyl bromide 
• 154342-88-8 (2S,4R)-ethyl N¹-benzyl-4-hydroxypyrrolidine-2-carboxylate 

Downstream Products

• 154343-00-7 (3R,5S)-1-benzyl-5-(tert-butyldimethylsilyloxymethyl)pyrrolidin-3-ol 
• 1271240-67-5 (3R,5R)-5-dimethoxytrityloxy-1-N-tert-butyloxycarbonyl-3-hydroxypiperidine 
• 1271240-73-3 (3S,5R)-3-azido-1-N-tert-butyloxycarbonyl-5-dimethoxytrityloxypiperidine 
• 1271240-78-8 (3S,5R)-3-amino-1-N-tert-butyloxycarbonyl-5-dimethoxytrityloxypiperidine 
• 1271240-84-6 1-((3S,5R)-3-amino-1-N-tert-butyloxycarbonyl-5-dimethoxytrityloxypiperidin-3-yl)-3-((E)-3-ethoxyacryloyl)urea 
• 1271240-87-9 1-((3S,5R)-3-amino-1-N-tert-butyloxycarbonyl-5-dimethoxytrityloxypiperidin-3-yl)-3-((E)-3-ethoxy-2-methylacryloyl)urea 
• 154429-33-1 (2S,4S)-1-benzyl-2-<(tert-butyldimethylsilyloxy)methyl>pyrrolidine-4-spiro-5'-hydantoin 
• 154343-01-8 (2S)-1-benzyl-2-<(tert-butyldimethylsilyloxy)methyl>-4-oxopyrrolidine 
• 627100-77-0 (3R,5S)-1-benzyl-5-(tert-butyldimethylsilyloxymethyl)pyrrolidin-3-yl methanesulfonate 
• 635300-01-5 (2R,4R)-(1-benzyl-4-hydroxypyrrolidin-2-yl)acetonitrile 

Relevant articles and documents

Chiral hybrid materials based on pyrrolidine building units to perform asymmetric Michael additions with high stereocontrol

A new chiral mesoporous hybrid material was synthesized based on pyrrolidine units included in a siliceous framework, HybPyr, and integrated into the organic-inorganic structure, from a specific bis-silylated precursor. A fluoride sol-gel methodology under soft synthesis conditions and in the absence of sophisticated structural directing agents allowed the generation of a mesoporous architecture with a homogeneous distribution of active chiral moieties along the network. The hybrid material was studied by means of different characterization techniques (TGA, NMR and IR spectroscopy, chemical and elemental analyses, TEM, and textural measurements), verifying the stability and integrity of the asymmetric active sites in the solid. The hybrid material, HybPyr, is an excellent asymmetric heterogeneous and recyclable catalyst for enantioselective Michael addition of linear aldehydes to β-nitrostyrene derivatives with high stereocontrol of the reaction products.

COMPOUNDS

The present invention relates to novel compounds that inhibit LRRK2 kinase activity, processes for their preparation, to compositions containing them and to their use in the treatment of or prevention of diseases characterized by LRRK2 kinase activity, for example Parkinson's disease, Alzheimer's disease and amyotrophic lateral sclerosis (ALS).

Enantiospecific synthesis and receptor binding of novel dopamine receptor ligands employing natural 4-hydroxyproline as a practical and flexible building block

Starting from natural 4-hydroxyproline, an ex-chiral pool approach is described giving access to 2-aminoalkylpyrrolidine derivatives that were used as chiral building blocks for the synthesis of bioactive 2-methoxybenzamide derivatives. The 4-hydroxy substituent can be displaced employing organocuprates as useful carbanion equivalents. Dopamine and serotonin binding studies involving the subtypes D1, D2long, D2short, D3 and D4 as well as 5-HT1A and 5-HT2, respectively, provided interesting insights into stereoselective structure activity relationships. The (2S,4R)-2-aminomethylpyrrolidine derivative ent-66 and the (2R,4S)-2- aminoethylpyrrolidine derivative 68 showed remarkable affinity and preference for the dopamine D3 and D4 receptor subtypes, respectively, both being putatively associated to the symptoms of schizophrenia.