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

Base Information

• Chemical Name: 1,4-dibenzyl-3-(2'-thiopyridyl)-6-<1''-(hydroxymethyl)-3''-(hydroxypropyl)>-2,5-piperazinedione
• CAS No.: 95782-30-2
• Molecular Formula: C₂₇H₂₉N₃O₄S
• Molecular Weight: 491.611

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

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

Chemical Property:

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

There total 1 articles about 1,4-dibenzyl-3-(2'-thiopyridyl)-6-<1''-(hydroxymethyl)-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: 47.3%

1,4-dimethyl-3-(2'-thiopyridyl)-6-(2''-δ-valerolactonyl)-2,5-piperazinedione (syn, minor diastereomer) (92216-23-4) → 1,4-dibenzyl-3-(2'-thiopyridyl)-6-<1''-(hydroxymethyl)-3''-(hydroxypropyl)>-2,5-piperazinedione (95782-30-2)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 0.333333h;

DOI:10.1021/ja00297a035

Reference yield: 99.0%

1,4-dibenzyl-3-(2'-thiopyridyl)-6-<1''-(hydroxymethyl)-3''-(hydroxypropyl)>-2,5-piperazinedione (95782-30-2) → 7,9-dibenzyl-7,9-diaza-4-<(2'-hydroxyethyl)>-2-oxabicyclo<3.2.2>nonane-6,8-dione (95782-31-3)

Guidance literature:

With silver perchlorate; In tetrahydrofuran; at 25 ℃; for 0.666667h;

DOI:10.1021/jm00383a008

Reference yield: 46.0%

tert-butyldimethylsilyl chloride (18162-48-6) + 1,4-dibenzyl-3-(2'-thiopyridyl)-6-<1''-(hydroxymethyl)-3''-(hydroxypropyl)>-2,5-piperazinedione (95782-30-2) → (3R,6R)-1,4-Dibenzyl-3-[(R)-3-(tert-butyl-dimethyl-silanyloxy)-1-(tert-butyl-dimethyl-silanyloxymethyl)-propyl]-6-(pyridin-2-ylsulfanyl)-piperazine-2,5-dione (95694-74-9) + 1,4-dibenzyl-3-(2'-thiopyridyl)-6-<1''-<((tert-butyldimethylsilyl)oxy)methyl>-3''-(hydroxypropyl)>-2,5-piperazinedione (95782-33-5) + 1,4-dibenzyl-3-(2'-thiopyridyl)-6-<1''-(hydroxymethyl)-3''-<((tert-butyldimethylsilyl)oxy)propyl>>-2,5-piperazinedione (95782-32-4)

Guidance literature:

With dmap; triethylamine; In dichloromethane; for 24h; Ambient temperature;

DOI:10.1021/ja00297a035

upstream raw materials:

1,4-dimethyl-3-(2'-thiopyridyl)-6-(2''-δ-valerolactonyl)-2,5-piperazinedione (syn, minor diastereomer)

Downstream raw materials:

(3R,6R)-1,4-Dibenzyl-3-[(R)-3-(tert-butyl-dimethyl-silanyloxy)-1-(tert-butyl-dimethyl-silanyloxymethyl)-propyl]-6-(pyridin-2-ylsulfanyl)-piperazine-2,5-dione

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

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

7,9-dibenzyl-7,9-diaza-4-<(2'-hydroxyethyl)>-2-oxabicyclo<3.2.2>nonane-6,8-dione

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