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

Base Information

• Chemical Name: syn-1,4-bis(p-methoxybenzyl)-3-(2'-thiopyridyl)-6-<1''-(hydroxymethyl)-3''-(hydroxypropyl)>-2,5-piperazinedione (minor diastereomer)
• CAS No.: 95782-44-8
• Molecular Formula: C₂₉H₃₃N₃O₆S
• Molecular Weight: 551.664

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

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

Chemical Property:

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

There total 1 articles about syn-1,4-bis(p-methoxybenzyl)-3-(2'-thiopyridyl)-6-<1''-(hydroxymethyl)-3''-(hydroxypropyl)>-2,5-piperazinedione (minor 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: 19.0%

1,4-bis(p-methoxybenzyl)-3-(2'-thiopyridyl)-6-(2-γ-butyrolactonyl)-2,5-piperazinedione (syn, minor diastereomer) (92216-26-7) → syn-1,4-bis(p-methoxybenzyl)-3-(2'-thiopyridyl)-6-<1''-(hydroxymethyl)-3''-(hydroxypropyl)>-2,5-piperazinedione (minor diastereomer) (95782-44-8)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 0.25h;

DOI:10.1021/ja00297a035

Reference yield: 16.2%

tert-butyldimethylsilyl chloride (18162-48-6) + syn-1,4-bis(p-methoxybenzyl)-3-(2'-thiopyridyl)-6-<1''-(hydroxymethyl)-3''-(hydroxypropyl)>-2,5-piperazinedione (minor diastereomer) (95782-44-8) → 1,4-bis(p-methoxybenzyl)-3-(2'-thiopyridyl)-6-<1''-<((tert-butyldimethylsilyl)oxy)methyl>-3''-(hydroxypropyl)>-2,5-piperazinedione (95694-63-6) + 1,4-bis(p-methoxybenzyl)-3-(2'-thiopyridyl)-6-<1''-(hydroxymethyl)-3''-<((tert-butyldimethylsilyl)oxy)propyl>>-2,5-piperazinedione (95694-62-5)

Guidance literature:

With triethylamine; In tetrahydrofuran; for 14h; Ambient temperature;

DOI:10.1021/ja00297a035

Reference yield:

syn-1,4-bis(p-methoxybenzyl)-3-(2'-thiopyridyl)-6-<1''-(hydroxymethyl)-3''-(hydroxypropyl)>-2,5-piperazinedione (minor diastereomer) (95782-44-8) → (1R,4R,5R)-4-(2-Hydroxy-ethyl)-6,8-bis-(4-methoxy-benzyl)-2-oxa-6,8-diaza-bicyclo[3.2.2]nonane-7,9-dione

Guidance literature:

With silver trifluoromethanesulfonate; In tetrahydrofuran; at 25 ℃; for 0.25h; Yield given;

DOI:10.1021/ja00297a035

upstream raw materials:

1,4-bis(p-methoxybenzyl)-3-(2'-thiopyridyl)-6-(2-γ-butyrolactonyl)-2,5-piperazinedione (syn, minor diastereomer)

Downstream raw materials:

1,4-bis(p-methoxybenzyl)-3-(2'-thiopyridyl)-6-<1''-<((tert-butyldimethylsilyl)oxy)methyl>-3''-(hydroxypropyl)>-2,5-piperazinedione

1,4-bis(p-methoxybenzyl)-3-(2'-thiopyridyl)-6-<1''-(hydroxymethyl)-3''-<((tert-butyldimethylsilyl)oxy)propyl>>-2,5-piperazinedione

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

(1S,6R)-6-hydroxy-1-<(1S,2S)-2,3-O-isopropylidene-2-methyl-1,2,3-trihydroxypropyl>-7,9-bis(p-methoxybenzyl)-5-methylene-7,9-diaza-2-oxabicyclo<4.2.2>decane-8,10-dione

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