4-(tert-butyldiphenylsilyloxy)-2-oxopiperidine-1-carboxylic acid methyl ester

Base Information

Chemical Name:4-(tert-butyldiphenylsilyloxy)-2-oxopiperidine-1-carboxylic acid methyl ester
CAS No.:476014-78-5
Molecular Formula:C₂₃H₂₉NO₄Si
Molecular Weight:411.573
Hs Code.:

Synonyms:4-(tert-butyldiphenylsilyloxy)-2-oxopiperidine-1-carboxylic acid methyl ester

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Chemical Property of 4-(tert-butyldiphenylsilyloxy)-2-oxopiperidine-1-carboxylic acid methyl ester

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Technology Process of 4-(tert-butyldiphenylsilyloxy)-2-oxopiperidine-1-carboxylic acid methyl ester

There total 5 articles about 4-(tert-butyldiphenylsilyloxy)-2-oxopiperidine-1-carboxylic acid 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: 88.0%

: 79-22-1
methyl chloroformate

: 476014-77-4
(±)-4-((tert-butyldiphenylsilyl)oxy)piperidin-2-one

: 476014-78-5
4-(tert-butyldiphenylsilyloxy)-2-oxopiperidine-1-carboxylic acid methyl ester

Guidance literature:: (±)-4-((tert-butyldiphenylsilyl)oxy)piperidin-2-one; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

methyl chloroformate; In tetrahydrofuran; hexane; at -78 ℃; for 4h; Further stages.;
DOI:10.1002/ejoc.200700849

Reference yield: 76.0%

: 17640-15-2
methyl cyanoformate

: 476014-77-4
(±)-4-((tert-butyldiphenylsilyl)oxy)piperidin-2-one

: 476014-78-5
4-(tert-butyldiphenylsilyloxy)-2-oxopiperidine-1-carboxylic acid methyl ester

Guidance literature:: (±)-4-((tert-butyldiphenylsilyl)oxy)piperidin-2-one; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.5h;

methyl cyanoformate; In tetrahydrofuran; Further stages.;
DOI:10.1021/jo025943o

Reference yield:

: 147028-51-1
4-cyano-3-hydroxybutanoic acid

: 476014-78-5
4-(tert-butyldiphenylsilyloxy)-2-oxopiperidine-1-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 2.7 g / thionyl chloride / 0 - 20 °C

2.1: 81 percent / H₂ / PtO₂ / methanol / 24 h / 2585.81 Torr

3.1: 82 percent / 4-dimethylaminopyridine; imidazole / dimethylformamide / 16 h / 80 °C

4.1: n-BuLi / tetrahydrofuran / 0.5 h / -78 °C

4.2: 76 percent / tetrahydrofuran

With 1H-imidazole; dmap; n-butyllithium; thionyl chloride; hydrogen; platinum(IV) oxide; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1021/jo025943o