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

Base Information

Chemical Name:(1S,6R)-6-hydroxy-7,9-bis(p-methoxybenzyl)-7,9-diaza-2-oxabicyclo<4.2.2>decane-5,8,10-trione
CAS No.:117249-35-1
Molecular Formula:C₂₃H₂₄N₂O₇
Molecular Weight:440.453
Hs Code.:

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

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

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

There total 22 articles about (1S,6R)-6-hydroxy-7,9-bis(p-methoxybenzyl)-7,9-diaza-2-oxabicyclo<4.2.2>decane-5,8,10-trione 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: 91.0%

: 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

: 94807-52-0,117249-35-1,117249-38-4
6-hydroxy-7,9-bis(p-methoxybenzyl)-2-oxa-7,9-diazabicyclo<4.2.2>decane-5,8,10-trione

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -78 ℃; for 0.333333h;
DOI:10.1246/bcsj.58.2812

Reference yield: 91.0%

: 117249-34-0
(1S,6R)-5,6-dihydroxy-7,9-bis(p-methoxybenzyl)-7,9-diaza-2-oxabicyclo<4.2.2>decane-8,10-dione

: 117249-35-1
(1S,6R)-6-hydroxy-7,9-bis(p-methoxybenzyl)-7,9-diaza-2-oxabicyclo<4.2.2>decane-5,8,10-trione

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -78 ℃;
DOI:10.1021/jo00261a009

Reference yield:

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

: 94807-52-0,117249-35-1,117249-38-4
6-hydroxy-7,9-bis(p-methoxybenzyl)-2-oxa-7,9-diazabicyclo<4.2.2>decane-5,8,10-trione

Guidance literature:: Multi-step reaction with 8 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

8: 91 percent / oxalyl chloride, DMSO / CH₂Cl₂ / 0.33 h / -78 °C

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