(2S,3R,αR)-6-oxo-1-(α-methylbenzyl)-piperidine-2,3-dicarboxylic acid 3-methyl ester

Base Information

Chemical Name:(2S,3R,αR)-6-oxo-1-(α-methylbenzyl)-piperidine-2,3-dicarboxylic acid 3-methyl ester
CAS No.:1318759-09-9
Molecular Formula:C₁₆H₁₉NO₅
Molecular Weight:305.331
Hs Code.:

Synonyms:(2S,3R,αR)-6-oxo-1-(α-methylbenzyl)-piperidine-2,3-dicarboxylic acid 3-methyl ester

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Chemical Property of (2S,3R,αR)-6-oxo-1-(α-methylbenzyl)-piperidine-2,3-dicarboxylic acid 3-methyl ester

Chemical Property:

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Technology Process of (2S,3R,αR)-6-oxo-1-(α-methylbenzyl)-piperidine-2,3-dicarboxylic acid 3-methyl ester

There total 7 articles about (2S,3R,αR)-6-oxo-1-(α-methylbenzyl)-piperidine-2,3-dicarboxylic acid 3-methyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 50.0%

: 1318759-08-8
(2S,3R,αR)-methyl 2-formyl-6-oxo-1-(α-methylbenzyl)-piperidine-3-carboxylate

: 1318759-09-9
(2S,3R,αR)-6-oxo-1-(α-methylbenzyl)-piperidine-2,3-dicarboxylic acid 3-methyl ester

Guidance literature:: (2S,3R,αR)-methyl 2-formyl-6-oxo-1-(α-methylbenzyl)-piperidine-3-carboxylate; With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; In water; tert-butyl alcohol; at 20 ℃; for 0.25h; Inert atmosphere;

In water; tert-butyl alcohol; Acidic conditions; Inert atmosphere;
DOI:10.1016/j.tetasy.2011.04.015

Reference yield:

: (4R,5R,αR,6E)-4-methoxycarbonyl-5-(N-benzyl-N-α-methylbenzylamino)-7-phenyl-hept-6-enoic acid

: 1318759-09-9
(2S,3R,αR)-6-oxo-1-(α-methylbenzyl)-piperidine-2,3-dicarboxylic acid 3-methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: ammonium cerium (IV) nitrate; water / acetonitrile / 0.67 h / Inert atmosphere

2.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere

3.1: ozone / dichloromethane / -78 °C

3.2: 0.25 h / -78 °C / Inert atmosphere

4.1: sodium dihydrogenphosphate; sodium chlorite; 2-methyl-but-2-ene / water; tert-butyl alcohol / 0.25 h / 20 °C / Inert atmosphere

4.2: Acidic conditions; Inert atmosphere

With sodium chlorite; sodium dihydrogenphosphate; ammonium cerium (IV) nitrate; 2-methyl-but-2-ene; water; benzotriazol-1-ol; ozone; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol;
DOI:10.1016/j.tetasy.2011.04.015

Reference yield:

: 1318759-07-7
(2R,3R,αR,E)-methyl 6-oxo-1-(α-methylbenzyl)-2-styrylpiperidine-3-carboxylate

: 1318759-09-9
(2S,3R,αR)-6-oxo-1-(α-methylbenzyl)-piperidine-2,3-dicarboxylic acid 3-methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: ozone / dichloromethane / -78 °C

1.2: 0.25 h / -78 °C / Inert atmosphere

2.1: sodium dihydrogenphosphate; sodium chlorite; 2-methyl-but-2-ene / water; tert-butyl alcohol / 0.25 h / 20 °C / Inert atmosphere

2.2: Acidic conditions; Inert atmosphere

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; ozone; In dichloromethane; water; tert-butyl alcohol;
DOI:10.1016/j.tetasy.2011.04.015