benzyl (R,E)-3-((tert-butyldimethylsilyloxy)methyl)-4-(2-ethoxy-2-oxoethylidene)piperidine-1-carboxylate

Base Information

Chemical Name:benzyl (R,E)-3-((tert-butyldimethylsilyloxy)methyl)-4-(2-ethoxy-2-oxoethylidene)piperidine-1-carboxylate
CAS No.:1269788-62-6
Molecular Formula:C₂₄H₃₇NO₅Si
Molecular Weight:447.647
Hs Code.:

Synonyms:benzyl (R,E)-3-((tert-butyldimethylsilyloxy)methyl)-4-(2-ethoxy-2-oxoethylidene)piperidine-1-carboxylate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of benzyl (R,E)-3-((tert-butyldimethylsilyloxy)methyl)-4-(2-ethoxy-2-oxoethylidene)piperidine-1-carboxylate

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Technology Process of benzyl (R,E)-3-((tert-butyldimethylsilyloxy)methyl)-4-(2-ethoxy-2-oxoethylidene)piperidine-1-carboxylate

There total 7 articles about benzyl (R,E)-3-((tert-butyldimethylsilyloxy)methyl)-4-(2-ethoxy-2-oxoethylidene)piperidine-1-carboxylate 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: 88.0%

: 1269788-45-5
benzyl (R)-3-(tert-butyldimethylsilyloxymethyl)-4-oxopiperidine-1-carboxylate

: 1099-45-2
ethyl (triphenylphosphoranylidene)acetate

: 1269788-62-6
benzyl (R,E)-3-((tert-butyldimethylsilyloxy)methyl)-4-(2-ethoxy-2-oxoethylidene)piperidine-1-carboxylate

Guidance literature:: In toluene; at 100 ℃;
DOI:10.1016/j.tetlet.2010.12.066

Reference yield: 79.0%

: 867-13-0
diethoxyphosphoryl-acetic acid ethyl ester

: 1269788-45-5
benzyl (R)-3-(tert-butyldimethylsilyloxymethyl)-4-oxopiperidine-1-carboxylate

: 1269788-62-6
benzyl (R,E)-3-((tert-butyldimethylsilyloxy)methyl)-4-(2-ethoxy-2-oxoethylidene)piperidine-1-carboxylate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; lithium chloride; In acetonitrile; at 20 ℃;
DOI:10.1016/j.tetlet.2010.12.066

Reference yield:

: benzyl (3R)-4-hydroxy-3-(tert-butyldimethylsilyloxymethyl)piperidine-1-carboxylate

: 1269788-62-6
benzyl (R,E)-3-((tert-butyldimethylsilyloxy)methyl)-4-(2-ethoxy-2-oxoethylidene)piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: Dess-Martin periodane / dichloromethane / 2 h / 20 °C / Cooling with ice; Inert atmosphere

2: toluene / 100 °C

With Dess-Martin periodane; In dichloromethane; toluene; 1: Dess-Martin oxidation / 2: Wittig reaction;
DOI:10.1016/j.tetlet.2010.12.066