27230-48-4

Usage

Structure

A derivative of piperidine with a hydroxymethyl group attached to the third carbon of the piperidine ring.

Appearance

White crystalline solid.

Solubility

Soluble in water.

Uses

Often used as a building block in the synthesis of pharmaceuticals and various organic compounds.

Pharmacological effects

Has potential antipsychotic and antidepressant properties and may be of interest in future drug development.

Upstream product

• 14047-53-1 3-hydroxy-2-hydroxymethylpyridine 

Downstream Products

• 1378532-38-7 (2S,3R)-1-(phenylmethyl)-2-{[(2R)-3,3,3-trifluoro-2-methoxy-1-oxo-2-phenylpropoxy]methyl}piperidin-3-yl (αR)-α-methoxy-α-(trifluoromethyl)benzeneacetate 
• 1378532-39-8 (2S,3R)-1-(phenylmethyl)-2-{[(2S)-3,3,3-trifluoro-2-methoxy-1-oxo-2-phenylpropoxy]methyl}piperidin-3-yl (αS)-α-methoxy-α-(trifluoromethyl)benzeneacetate 
• 1378532-31-0 (+)-(2R,3R)-[3-(acetyloxy)-1-(phenylmethyl)piperidin-2-yl]methyl 2,2-dimethylpropanoate 
• 1378532-35-4 (-)-(2R,3R)-1-benzyl-3-hydroxypiperidine-2-methanol 
• 1378532-40-1 C₃₃H₃₃F₆NO₆ 
• 1378532-41-2 C₃₃H₃₃F₆NO₆ 
• 1378532-32-1 (-)-(2S,3S)-[3-(acetyloxy)-1-(phenylmethyl)piperidin-2-yl]methyl 2,2-dimethylpropanoate 
• 1378532-42-3 (2S,3S)-1-(phenylmethyl)-2-{[(2R)-3,3,3-trifluoro-2-methoxy-1-oxo-2-phenylpropoxy]methyl}piperidin-3-yl (αR)-α-methoxy-α-(trifluoromethyl)benzeneacetate 
• 1378532-43-4 (2S,3S)-1-(phenylmethyl)-2-{[(2S)-3,3,3-trifluoro-2-methoxy-1-oxo-2-phenylpropoxy]methyl}piperidin-3-yl (αS)-α-methoxy-α-(trifluoromethyl)benzeneacetate 
• 1378532-51-4 (-)-(1S,3R,6R)-7-benzyl-3-fluoro-2,4-dioxa-7-aza-3-phosphadecalin 3-oxide 
• 1378532-47-8 (-)-(2S,4aR,8aS)-2-fluorohexahydro-5-(phenylmethyl)-4H-1,3,2-dioxaphosphorino[5,4-b]pyridine 2-oxide 
• 1378532-54-7 (+)-(1S,3R,6S)-7-benzyl-3-fluoro-2,4-dioxa-7-aza-3-phosphadecalin 3-oxide 
• 1378532-52-5 (+)-(1S,3S,6S)-7-benzyl-3-fluoro-2,4-dioxa-7-aza-3-phosphadecalin 3-oxide 
• 1378532-46-7 (+)-(1R,3R,6S)-7-benzyl-3-fluoro-2,4-dioxa-7-aza-3-phosphadecalin 3-oxide 

Relevant academic research and scientific papers

Synthesis and characterization of enantiomerically pure cis- and trans-3-fluoro-2,4-dioxa-7-aza-3-phosphadecalin 3-oxides as acetylcholine mimetics and inhibitors of acetylcholinesterase

The title compounds, the P(3)-axially and P(3)-equatorially substituted cis- and trans-configured 7-benzyl-3-fluoro-2,4-dioxa-7-aza-3-phosphadecalin 3-oxides (=7-benzyl-3-fluoro-2,4-dioxa-7-aza-3-phosphabicyclo[4.4.0]decane 3-oxides=5-benzyl-2-fluorohexahydro-4H-1,3,2-dioxaphosphorino[5,4-b]pyridine 2-oxides) were prepared (ee>99%) and fully characterized (Schemes 2 and 4). The absolute configurations were established from that of their precursors, the enantiomerically pure cis- and trans-1-benzyl-3-hydroxypiperidine-2-methanols which were unambiguously assigned. Being configuratively fixed and conformationally constrained phosphorus analogues of acetylcholine, they mimic rotamers of acetylcholine and are suitable probes for the investigation of molecular interactions with acetylcholinesterase. As determined by kinetic methods, the compounds are irreversible inhibitors of the enzyme displaying significant stereoselectivity. Copyright