1,4-dibenzyl-3-(2'-thiopyridyl)-6-<1''-<((tert-butyldiphenylsilyl)oxy)methyl>-3''-(hydroxypropyl)>-2,5-piperazinedione

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Chemical Name:1,4-dibenzyl-3-(2'-thiopyridyl)-6-<1''-<((tert-butyldiphenylsilyl)oxy)methyl>-3''-(hydroxypropyl)>-2,5-piperazinedione
CAS No.:95694-60-3
Molecular Formula:C₄₃H₄₇N₃O₄SSi
Molecular Weight:730.015
Hs Code.:

Synonyms:1,4-dibenzyl-3-(2'-thiopyridyl)-6-<1''-<((tert-butyldiphenylsilyl)oxy)methyl>-3''-(hydroxypropyl)>-2,5-piperazinedione

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Chemical Property of 1,4-dibenzyl-3-(2'-thiopyridyl)-6-<1''-<((tert-butyldiphenylsilyl)oxy)methyl>-3''-(hydroxypropyl)>-2,5-piperazinedione

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Technology Process of 1,4-dibenzyl-3-(2'-thiopyridyl)-6-<1''-<((tert-butyldiphenylsilyl)oxy)methyl>-3''-(hydroxypropyl)>-2,5-piperazinedione

There total 4 articles about 1,4-dibenzyl-3-(2'-thiopyridyl)-6-<1''-<((tert-butyldiphenylsilyl)oxy)methyl>-3''-(hydroxypropyl)>-2,5-piperazinedione 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: 80.0%

: 95694-59-0
1,4-dibenzyl-3-(2'-thiopyridyl)-6-<1''-<((tert-butyldiphenylsilyl)oxy)methyl>-3''-<((tert-butyldimethylsilyl)oxy)propyl>>-2,5-piperazinedione

: 95694-60-3
1,4-dibenzyl-3-(2'-thiopyridyl)-6-<1''-<((tert-butyldiphenylsilyl)oxy)methyl>-3''-(hydroxypropyl)>-2,5-piperazinedione

Guidance literature:: With pyridine hydrogenfluoride; In tetrahydrofuran; dichloromethane; for 0.333333h; Ambient temperature;
DOI:10.1021/ja00297a035

Reference yield:

: 92098-02-7
1,4-dibenzyl-3-(2'-thiopyridyl)-6-<1''-(hydroxymethyl)-3''-(hydroxypropyl)>-2,5-piperazinedione

: 95694-60-3
1,4-dibenzyl-3-(2'-thiopyridyl)-6-<1''-<((tert-butyldiphenylsilyl)oxy)methyl>-3''-(hydroxypropyl)>-2,5-piperazinedione

Guidance literature:: Multi-step reaction with 3 steps

1: 63 percent / (dimethylamino)pyridine, triethylamine / CH₂Cl₂ / 0.5 h / Ambient temperature

2: 94 percent / (dimethylamino)pyridine, triethylamine / CH₂Cl₂ / 12 h / Ambient temperature

3: 80 percent / HF-pyridine complex / tetrahydrofuran; CH₂Cl₂ / 0.33 h / Ambient temperature

With dmap; pyridine hydrogenfluoride; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja00297a035

Reference yield:

: 92098-01-6
1,4-dimethyl-3-(2'-thiopyridyl)-6-(2''-δ-valerolactonyl)-2,5-piperazinedione (syn, major diastereomer)

: 95694-60-3
1,4-dibenzyl-3-(2'-thiopyridyl)-6-<1''-<((tert-butyldiphenylsilyl)oxy)methyl>-3''-(hydroxypropyl)>-2,5-piperazinedione

Guidance literature:: Multi-step reaction with 4 steps

1: 54 percent / lithium aluminium hydride / tetrahydrofuran / 0.5 h / 0 °C

2: 63 percent / (dimethylamino)pyridine, triethylamine / CH₂Cl₂ / 0.5 h / Ambient temperature

3: 94 percent / (dimethylamino)pyridine, triethylamine / CH₂Cl₂ / 12 h / Ambient temperature

4: 80 percent / HF-pyridine complex / tetrahydrofuran; CH₂Cl₂ / 0.33 h / Ambient temperature

With dmap; lithium aluminium tetrahydride; pyridine hydrogenfluoride; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja00297a035