5,6-dihydroxy-exo-N-(phenylmethyl)-7-oxabicyclo[2.2.1]heptane-2,3-dicarboximide

Base Information

Chemical Name:5,6-dihydroxy-exo-N-(phenylmethyl)-7-oxabicyclo[2.2.1]heptane-2,3-dicarboximide
CAS No.:730964-25-7
Molecular Formula:C₁₅H₁₅NO₅
Molecular Weight:289.288
Hs Code.:

Synonyms:5,6-dihydroxy-exo-N-(phenylmethyl)-7-oxabicyclo[2.2.1]heptane-2,3-dicarboximide

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Chemical Property of 5,6-dihydroxy-exo-N-(phenylmethyl)-7-oxabicyclo[2.2.1]heptane-2,3-dicarboximide

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Technology Process of 5,6-dihydroxy-exo-N-(phenylmethyl)-7-oxabicyclo[2.2.1]heptane-2,3-dicarboximide

There total 3 articles about 5,6-dihydroxy-exo-N-(phenylmethyl)-7-oxabicyclo[2.2.1]heptane-2,3-dicarboximide 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: 88.2%

: exo-N-benzyl-7-oxabicyclo[2.2.1]hept-5-ene-3-carboxamide-2-carboxylic acid

: 730964-25-7
5,6-dihydroxy-exo-N-(phenylmethyl)-7-oxabicyclo[2.2.1]heptane-2,3-dicarboximide

Guidance literature:: exo-N-benzyl-7-oxabicyclo[2.2.1]hept-5-ene-3-carboxamide-2-carboxylic acid; With 4-methylmorpholine N-oxide; osmium(VIII) oxide; In water; acetonitrile; tert-butyl alcohol; at 60 - 65 ℃; for 1h;

In ethanol; for 3h; Heating / reflux;

Reference yield: 83.0%

: 272449-67-9,127122-30-9
(+/-)-(3aR,4S,7R,7aS)-2-benzyl-3a,4,7,7a-tetrahydro-1H-4,7-epoxyisoindole-1,3(2H)-dione

: 730964-25-7
5,6-dihydroxy-exo-N-(phenylmethyl)-7-oxabicyclo[2.2.1]heptane-2,3-dicarboximide

Guidance literature:: With osmium(VIII) oxide; water; 4-methylmorpholine N-oxide; In acetone; tert-butyl alcohol; at 20 ℃; for 18h;
DOI:10.1021/jo061006v

Reference yield:

: 1631-26-1
1-benzyl-1H-pyrrole-2,5-dione

: 730964-25-7
5,6-dihydroxy-exo-N-(phenylmethyl)-7-oxabicyclo[2.2.1]heptane-2,3-dicarboximide

Guidance literature:: Multi-step reaction with 2 steps

1: 54 percent / 12 h / 90 °C

2: 83 percent / OsO₄; H₂O; N-methylmorpholine N-oxide / acetone; 2-methyl-propan-2-ol / 18 h / 20 °C

With osmium(VIII) oxide; water; 4-methylmorpholine N-oxide; In acetone; tert-butyl alcohol; 1: Diels-Alder reaction;
DOI:10.1021/jo061006v