(5S,6R)-1-(p-Methoxybenzyl)-5-<(tert-butyldimethylsilyl)oxy>-6-<(benzyloxy)methyl>-2-piperidinone

Base Information

Chemical Name:(5S,6R)-1-(p-Methoxybenzyl)-5-<(tert-butyldimethylsilyl)oxy>-6-<(benzyloxy)methyl>-2-piperidinone
CAS No.:168773-43-1
Molecular Formula:C₂₇H₃₉NO₄Si
Molecular Weight:469.696
Hs Code.:

Synonyms:(5S,6R)-1-(p-Methoxybenzyl)-5-<(tert-butyldimethylsilyl)oxy>-6-<(benzyloxy)methyl>-2-piperidinone

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Chemical Property of (5S,6R)-1-(p-Methoxybenzyl)-5-<(tert-butyldimethylsilyl)oxy>-6-<(benzyloxy)methyl>-2-piperidinone

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Technology Process of (5S,6R)-1-(p-Methoxybenzyl)-5-<(tert-butyldimethylsilyl)oxy>-6-<(benzyloxy)methyl>-2-piperidinone

There total 9 articles about (5S,6R)-1-(p-Methoxybenzyl)-5-<(tert-butyldimethylsilyl)oxy>-6-<(benzyloxy)methyl>-2-piperidinone 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: 97.0%

: 2746-25-0
p-Methoxybenzyl bromide

: 168773-38-4
(5S,6R)-5-<(tert-Butyldimethylsilyl)oxy>-6-<(benzyloxy)methyl>-2-piperidinone

: 168773-43-1
(5S,6R)-1-(p-Methoxybenzyl)-5-<(tert-butyldimethylsilyl)oxy>-6-<(benzyloxy)methyl>-2-piperidinone

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; 1.) 15 min, 2.) 21 h;
DOI:10.1021/jo00119a044

Reference yield:

: 100-39-0
benzyl bromide

: 168773-43-1
(5S,6R)-1-(p-Methoxybenzyl)-5-<(tert-butyldimethylsilyl)oxy>-6-<(benzyloxy)methyl>-2-piperidinone

Guidance literature:: Multi-step reaction with 6 steps

1: 97 percent / NaH, TBAI / tetrahydrofuran / 1.) r.t., 5 min, 2.) 24 h

2: 99 percent / LiAlH₄ / tetrahydrofuran / 0.67 h

4: 96 percent / H₂ / 10percent Pd/C / tetrahydrofuran; methanol / 26 h

5: 92 percent / imidazole / dimethylformamide / 15 h

6: 97 percent / NaH, TBAI / tetrahydrofuran / 1.) 15 min, 2.) 21 h

With 1H-imidazole; lithium aluminium tetrahydride; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydride; palladium on activated charcoal; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1021/jo00119a044

Reference yield:

: 168773-30-6
2(R)-<(9-Phenyl-9-fluorenyl)amino>-3-(benzyloxy)propanal

: 168773-43-1
(5S,6R)-1-(p-Methoxybenzyl)-5-<(tert-butyldimethylsilyl)oxy>-6-<(benzyloxy)methyl>-2-piperidinone

Guidance literature:: Multi-step reaction with 4 steps

2: 96 percent / H₂ / 10percent Pd/C / tetrahydrofuran; methanol / 26 h

3: 92 percent / imidazole / dimethylformamide / 15 h

4: 97 percent / NaH, TBAI / tetrahydrofuran / 1.) 15 min, 2.) 21 h

With 1H-imidazole; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydride; palladium on activated charcoal; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1021/jo00119a044