tert-butyl (2S,3R)-3-(benzyloxy)-2-((tert-butyldimethylsilyloxy)methyl)piperidine-1-carboxylate

Base Information

Chemical Name:tert-butyl (2S,3R)-3-(benzyloxy)-2-((tert-butyldimethylsilyloxy)methyl)piperidine-1-carboxylate
CAS No.:1301261-35-7
Molecular Formula:C₂₄H₄₁NO₄Si
Molecular Weight:435.679
Hs Code.:

Synonyms:tert-butyl (2S,3R)-3-(benzyloxy)-2-((tert-butyldimethylsilyloxy)methyl)piperidine-1-carboxylate

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Chemical Property of tert-butyl (2S,3R)-3-(benzyloxy)-2-((tert-butyldimethylsilyloxy)methyl)piperidine-1-carboxylate

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Technology Process of tert-butyl (2S,3R)-3-(benzyloxy)-2-((tert-butyldimethylsilyloxy)methyl)piperidine-1-carboxylate

There total 11 articles about tert-butyl (2S,3R)-3-(benzyloxy)-2-((tert-butyldimethylsilyloxy)methyl)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: 99.0%

: 1175524-38-5
(5R,6S)-tert-butyl 5-(benzyloxy)-6-((tert-butyldimethylsilyloxy)methyl)-5,6-dihydropyridine-1(2H)-carboxylate

: 1301261-35-7
tert-butyl (2S,3R)-3-(benzyloxy)-2-((tert-butyldimethylsilyloxy)methyl)piperidine-1-carboxylate

Guidance literature:: With palladium 10% on activated carbon; hydrogen; triethylamine; In methanol; at 20 ℃; for 4h;
DOI:10.1016/j.tet.2013.11.074

Reference yield: 87.0%

: 1301261-29-9
C₂₅H₄₅NO₇SSi

: 1301261-35-7
tert-butyl (2S,3R)-3-(benzyloxy)-2-((tert-butyldimethylsilyloxy)methyl)piperidine-1-carboxylate

Guidance literature:: With sodium hydride; In tetrahydrofuran; at 0 - 20 ℃;
DOI:10.1055/s-0030-1258418

Reference yield:

: 1301261-33-5
C₂₂H₃₅NO₇S

: 1301261-35-7
tert-butyl (2S,3R)-3-(benzyloxy)-2-((tert-butyldimethylsilyloxy)methyl)piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: cerium(III) chloride heptahydrate; oxalyl dichloride / acetonitrile / 2 h / 20 °C

2: 1H-imidazole / dichloromethane / 2 h

3: sodium hydride / tetrahydrofuran / 0 - 20 °C

With 1H-imidazole; oxalyl dichloride; cerium(III) chloride heptahydrate; sodium hydride; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1055/s-0030-1258418