tert-butyl (2R,3R)-2-[(benzyloxy)methyl]-3-[(tert-butyldimethylsilyl)oxy]piperidine-1-carboxylate

Base Information

Chemical Name:tert-butyl (2R,3R)-2-[(benzyloxy)methyl]-3-[(tert-butyldimethylsilyl)oxy]piperidine-1-carboxylate
CAS No.:1174386-94-7
Molecular Formula:C₂₄H₄₁NO₄Si
Molecular Weight:435.679
Hs Code.:

Synonyms:tert-butyl (2R,3R)-2-[(benzyloxy)methyl]-3-[(tert-butyldimethylsilyl)oxy]piperidine-1-carboxylate

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Chemical Property of tert-butyl (2R,3R)-2-[(benzyloxy)methyl]-3-[(tert-butyldimethylsilyl)oxy]piperidine-1-carboxylate

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Technology Process of tert-butyl (2R,3R)-2-[(benzyloxy)methyl]-3-[(tert-butyldimethylsilyl)oxy]piperidine-1-carboxylate

There total 9 articles about tert-butyl (2R,3R)-2-[(benzyloxy)methyl]-3-[(tert-butyldimethylsilyl)oxy]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:

: 24424-99-5
di-tert-butyl dicarbonate

: C₁₉H₃₃NO₂Si

: 1174386-94-7
tert-butyl (2R,3R)-2-[(benzyloxy)methyl]-3-[(tert-butyldimethylsilyl)oxy]piperidine-1-carboxylate

Guidance literature:: With triethylamine; In dichloromethane; for 4h;
DOI:10.1016/j.tetlet.2014.09.118

Reference yield:

: C₂₅H₄₅NO₇SSi

: 1174386-94-7
tert-butyl (2R,3R)-2-[(benzyloxy)methyl]-3-[(tert-butyldimethylsilyl)oxy]piperidine-1-carboxylate

Guidance literature:: With potassium tert-butylate; In tetrahydrofuran; at 0 - 20 ℃; for 4h; Inert atmosphere;
DOI:10.1002/ejoc.200900231

Reference yield:

: ethyl (2E,4R,5R,)-5-(benzylamino)-6-(benzyloxy)-4-hydroxyhex-2-enoate

: 1174386-94-7
tert-butyl (2R,3R)-2-[(benzyloxy)methyl]-3-[(tert-butyldimethylsilyl)oxy]piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 1H-imidazole; dmap; tert-butyldimethylsilyl chloride / dichloromethane / 6 h / Reflux

2: 10 wt% Pd(OH)2 on carbon; hydrogen / ethanol / 4 h / 20 °C

3: dimethylsulfide borane complex / tetrahydrofuran / 8 h / 20 °C / Inert atmosphere

4: triethylamine / dichloromethane / 4 h

With 1H-imidazole; dmap; dimethylsulfide borane complex; 10 wt% Pd(OH)2 on carbon; hydrogen; tert-butyldimethylsilyl chloride; triethylamine; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1016/j.tetlet.2014.09.118