817196-20-6

Basic information

• Product Name: 2,2-dimethyl-propionic acid 1-benzyl-3-hydroxy-piperidin-2-ylmethyl ester
• Synonyms: 2,2-dimethyl-propionic acid 1-benzyl-3-hydroxy-piperidin-2-ylmethyl ester
• CAS NO: 817196-20-6
• Molecular Weight: 305.417
• Mol File: 817196-20-6.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 2,2-dimethyl-propionic acid 1-benzyl-3-hydroxy-piperidin-2-ylmethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2-dimethyl-propionic acid 1-benzyl-3-hydroxy-piperidin-2-ylmethyl ester(817196-20-6)
• EPA Substance Registry System: 2,2-dimethyl-propionic acid 1-benzyl-3-hydroxy-piperidin-2-ylmethyl ester(817196-20-6)

Safety Data

• Hazardous Substances Data: 817196-20-6(Hazardous Substances Data)

Upstream product

• 3282-30-2 pivaloyl chloride 
• 27230-48-4 3-hydroxy-2-hydroxymethylpiperidine 
• 14047-53-1 3-hydroxy-2-hydroxymethylpyridine 
• 531504-63-9 2-hydroxymethyl-piperidin-3-ol; hydrochloride 
• 14173-30-9 3-hydroxy-2-hydroxymethylpyridine hydrochloride 
• 100-39-0 benzyl bromide 
• 817196-16-0 rac-(1-benzyl-3-oxopiperidin-2-yl)methyl 2,2-dimethylpropanoate 

Downstream Products

• 1378532-34-3 (+)-(2S,3S)-1-benzyl-3-hydroxypiperidine-2-methanol 
• 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 
• 1378532-49-0 (+)-(1R,3S,6S)-7-benzyl-3-fluoro-2,4-dioxa-7-aza-3-phosphadecalin 3-oxide 
• 1378532-53-6 (-)-(1R,3R,6R)-7-benzyl-3-fluoro-2,4-dioxa-7-aza-3-phosphadecalin 3-oxide 
• 1378532-55-8 (-)-(1R,3S,6R)-7-benzyl-3-fluoro-2,4-dioxa-7-aza-3-phosphadecalin 3-oxide 
• 1378532-30-9 (-)-(2R,3S)-[3-(acetyloxy)-1-(phenylmethyl)piperidin-2-yl]methyl 2,2-dimethylpropanoate 
• 1378532-29-6 (+)-(2S,3R)-[3-(acetyloxy)-1-(phenylmethyl)piperidin-2-yl]methyl 2,2-dimethylpropanoate 
• 1378532-33-2 (-)-(2R,3S)-1-benzyl-3-hydroxypiperidine-2-methanol 

Relevant articles and documents

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