anti-1,4-bis(p-methoxybenzyl)-3-(2'-thiopyridyl)-6-<1''-(hydroxymethyl)-3''-(hydroxypropyl)>-2,5-piperazinedione (major diastereomer)

Base Information

Chemical Name:anti-1,4-bis(p-methoxybenzyl)-3-(2'-thiopyridyl)-6-<1''-(hydroxymethyl)-3''-(hydroxypropyl)>-2,5-piperazinedione (major diastereomer)
CAS No.:92216-29-0
Molecular Formula:C₂₉H₃₃N₃O₆S
Molecular Weight:551.664
Hs Code.:

Synonyms:anti-1,4-bis(p-methoxybenzyl)-3-(2'-thiopyridyl)-6-<1''-(hydroxymethyl)-3''-(hydroxypropyl)>-2,5-piperazinedione (major diastereomer)

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Chemical Property of anti-1,4-bis(p-methoxybenzyl)-3-(2'-thiopyridyl)-6-<1''-(hydroxymethyl)-3''-(hydroxypropyl)>-2,5-piperazinedione (major diastereomer)

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Technology Process of anti-1,4-bis(p-methoxybenzyl)-3-(2'-thiopyridyl)-6-<1''-(hydroxymethyl)-3''-(hydroxypropyl)>-2,5-piperazinedione (major diastereomer)

There total 1 articles about anti-1,4-bis(p-methoxybenzyl)-3-(2'-thiopyridyl)-6-<1''-(hydroxymethyl)-3''-(hydroxypropyl)>-2,5-piperazinedione (major diastereomer) 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: 51.0%

: 92216-27-8
1,4-dimethyl-3-(2'-thiopyridyl)-6-(2-γ-butyrolactonyl)-2,5-piperazinedione (anti, major diastereomer)

: 92216-29-0
anti-1,4-bis(p-methoxybenzyl)-3-(2'-thiopyridyl)-6-<1''-(hydroxymethyl)-3''-(hydroxypropyl)>-2,5-piperazinedione (major diastereomer)

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 0.5h;
DOI:10.1021/ja00297a035

Reference yield:

: 92216-29-0
anti-1,4-bis(p-methoxybenzyl)-3-(2'-thiopyridyl)-6-<1''-(hydroxymethyl)-3''-(hydroxypropyl)>-2,5-piperazinedione (major diastereomer)

: 92098-12-9
8,10-bis(p-methoxybenzyl)-8,10-diaza-5-(hydroxymethyl)-2-oxabicyclo<4.2.2>decane-7,9-dione

: 95739-48-3
7,9-bis(p-methoxybenzyl)-7,9-diaza-4-<(2'-hydroxyethyl)>-2-oxabicyclo<3.2.2>nonane-6,8-dione

Guidance literature:: With silver trifluoromethanesulfonate; In tetrahydrofuran; at 25 ℃; for 0.25h; Yield given. Yields of byproduct given;
DOI:10.1021/ja00297a035

Reference yield:

: 92216-29-0
anti-1,4-bis(p-methoxybenzyl)-3-(2'-thiopyridyl)-6-<1''-(hydroxymethyl)-3''-(hydroxypropyl)>-2,5-piperazinedione (major diastereomer)

: 92125-62-7
N,N'-bis(p-methoxybenzyl)-1'-O-(trifluoroacetyl)-2',3'-O-isopropylidene-bicyclomycin

Guidance literature:: Multi-step reaction with 7 steps

1: AgOTf / tetrahydrofuran / 0.25 h / 25 °C

2: Et₃N / tetrahydrofuran / 12 h / Ambient temperature

3: NaBH₄ / ethanol / 0.33 h / 45 °C

4: 95.5 percent / 30percent H₂O₂ / tetrahydrofuran / 0.33 h / Heating

5: 1.) HMPA, n-butyllithium; 2.) O₂ / 1.) THF, -78 deg C, 7 min; 2.) THF, -78 deg C, 10 min, then --> room temp., 3 min

6: 1.) n-BuLi / 1.) THF, -98 deg C, 3 min; 2.) -98 deg C, 10 min, then --> room temp.

7: 95 percent / (dimethylamino)pyridine / CH₂Cl₂ / 0.42 h / Ambient temperature

With N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; sodium tetrahydroborate; n-butyllithium; dihydrogen peroxide; oxygen; silver trifluoromethanesulfonate; triethylamine; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1021/ja00297a035