(1S,6R)-5,6-dihydroxy-7,9-bis(p-methoxybenzyl)-7,9-diaza-2-oxabicyclo<4.2.2>decane-8,10-dione

Base Information

Chemical Name:(1S,6R)-5,6-dihydroxy-7,9-bis(p-methoxybenzyl)-7,9-diaza-2-oxabicyclo<4.2.2>decane-8,10-dione
CAS No.:117249-34-0
Molecular Formula:C₂₃H₂₆N₂O₇
Molecular Weight:442.469
Hs Code.:

Synonyms:(1S,6R)-5,6-dihydroxy-7,9-bis(p-methoxybenzyl)-7,9-diaza-2-oxabicyclo<4.2.2>decane-8,10-dione

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Chemical Property of (1S,6R)-5,6-dihydroxy-7,9-bis(p-methoxybenzyl)-7,9-diaza-2-oxabicyclo<4.2.2>decane-8,10-dione

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Technology Process of (1S,6R)-5,6-dihydroxy-7,9-bis(p-methoxybenzyl)-7,9-diaza-2-oxabicyclo<4.2.2>decane-8,10-dione

There total 19 articles about (1S,6R)-5,6-dihydroxy-7,9-bis(p-methoxybenzyl)-7,9-diaza-2-oxabicyclo<4.2.2>decane-8,10-dione 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: 83.0%

: 5,6-dihydroxy-5,6-O-isopropylidene-7,9-bis(p-methoxybenzyl)-2-oxa-7,9-diazabicyclo<4.2.2>decane-8,10-dione

: 94807-51-9,117249-34-0,117249-36-2,117249-40-8
5,6-dihydroxy-7,9-bis(p-methoxybenzyl)-2-oxa-7,9-diazabicyclo<4.2.2>decane-8,10-dione

Guidance literature:: With hydrogenchloride; In tetrahydrofuran; at 50 ℃; for 24h;
DOI:10.1246/bcsj.58.2812

Reference yield:

: 94807-44-0
1-acetyl-3-(3-benzyloxypropylidene)-2,5-piperazinedione

: 94807-51-9,117249-34-0,117249-36-2,117249-40-8
5,6-dihydroxy-7,9-bis(p-methoxybenzyl)-2-oxa-7,9-diazabicyclo<4.2.2>decane-8,10-dione

Guidance literature:: Multi-step reaction with 7 steps

1: 4.32 g / 70percent hydrazine hydrate / dimethylformamide / 3 h / 0 °C

2: 1) NaH / 1) DMF, 0 deg C, 2 h, 2) DMF, 0 deg C, 2 h, then r.t., 12 h

3: 46 percent / OsO₄, NaClO₃ / dioxane; H₂O / 72 h / Ambient temperature

4: 94 percent / pyridinium p-toluenesulfonate / acetone / 24 h / Ambient temperature

5: 98 percent / H₂ / 10percent Pd/C / ethanol / 24 h / Ambient temperature

6: 12 percent / N-bromosuccinimide / CHCl₃ / 24 h / Ambient temperature

7: 83 percent / 2M HCl / tetrahydrofuran / 24 h / 50 °C

With hydrogenchloride; sodium chlorate; N-Bromosuccinimide; osmium(VIII) oxide; hydrogen; pyridinium p-toluenesulfonate; sodium hydride; hydrazine hydrate; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; ethanol; chloroform; water; N,N-dimethyl-formamide; acetone;
DOI:10.1246/bcsj.58.2812

Reference yield:

: 2746-25-0
p-Methoxybenzyl bromide

: 94807-51-9,117249-34-0,117249-36-2,117249-40-8
5,6-dihydroxy-7,9-bis(p-methoxybenzyl)-2-oxa-7,9-diazabicyclo<4.2.2>decane-8,10-dione

Guidance literature:: Multi-step reaction with 7 steps

1: 1) NaH / 1) DMF, 0 deg C, 1 h, 2) DMF, 0 deg C, 2 h, then r.t., 12 h

2: 1) NaH / 1) DMF, 0 deg C, 1 h, 2) DMF, 0 deg C, 2 h, then r.t., 12 h

3: 92 percent / H₂ / 10percent Pd/C / ethanol / 24 h / Ambient temperature

4: 1) NaH / 1) DMF, 0 deg C, 1 h, 2) DMF, 0 deg C, 2 h, then r.t., 12 h

5: 99 percent / H₂ / 10percent Pd/C / ethanol / 24 h / Ambient temperature

6: 12 percent / N-bromosuccinimide / CHCl₃ / 24 h / Ambient temperature

7: 83 percent / 2M HCl / tetrahydrofuran / 24 h / 50 °C

With hydrogenchloride; N-Bromosuccinimide; hydrogen; sodium hydride; palladium on activated charcoal; In tetrahydrofuran; ethanol; chloroform;
DOI:10.1246/bcsj.58.2812