6-exo-(3,5-dinitrobenzoyloxymethyl)-5-exo-vinyl-7-oxabicyclo<2.2.1>hept-2-ene

Base Information

Chemical Name:6-exo-(3,5-dinitrobenzoyloxymethyl)-5-exo-vinyl-7-oxabicyclo<2.2.1>hept-2-ene
CAS No.:135440-55-0
Molecular Formula:C₁₆H₁₄N₂O₇
Molecular Weight:346.296
Hs Code.:

Synonyms:6-exo-(3,5-dinitrobenzoyloxymethyl)-5-exo-vinyl-7-oxabicyclo<2.2.1>hept-2-ene

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Chemical Property of 6-exo-(3,5-dinitrobenzoyloxymethyl)-5-exo-vinyl-7-oxabicyclo<2.2.1>hept-2-ene

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Technology Process of 6-exo-(3,5-dinitrobenzoyloxymethyl)-5-exo-vinyl-7-oxabicyclo<2.2.1>hept-2-ene

There total 4 articles about 6-exo-(3,5-dinitrobenzoyloxymethyl)-5-exo-vinyl-7-oxabicyclo<2.2.1>hept-2-ene 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: 67.0%

: 135440-54-9
6-exo-Hydroxymethyl-5-exo-vinyl-7-oxabicyclo<2.2.1>hept-2-ene

: 99-33-2
3,5-dinitrobenoyl chloride

: 135440-55-0
6-exo-(3,5-dinitrobenzoyloxymethyl)-5-exo-vinyl-7-oxabicyclo<2.2.1>hept-2-ene

Guidance literature:: With dmap; In dichloromethane; for 0.0833333h;
DOI:10.1039/P19910001485

Reference yield:

: 51112-82-4,51154-99-5,68974-11-8,72150-22-2,82337-03-9,98717-61-4,104485-85-0
(1R,2S,6S,7S)-4,10-Dioxa-tricyclo[5.2.1.0^2,6]dec-8-en-3-one

: 135440-55-0
6-exo-(3,5-dinitrobenzoyloxymethyl)-5-exo-vinyl-7-oxabicyclo<2.2.1>hept-2-ene

Guidance literature:: Multi-step reaction with 4 steps

1: 1) butyllithium, 2) sat. aq. ammonium chloride / 1) hexane, THF, 0 deg C, 20 min, 2) THF, -78 deg C

2: 95 percent / sodium borohydride / methanol / 0 °C

3: 42 percent / sodium hydride (50percent dispersion in oil) / dimethylformamide / 1) 50 deg C, 3 h 20 min, 2) room. temp., 16 h

4: 67 percent / DMAP / CH₂Cl₂ / 0.08 h

With dmap; sodium tetrahydroborate; n-butyllithium; ammonium chloride; sodium hydride; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/P19910001485

Reference yield:

: 135440-52-7,135556-49-9
5-exo-(2'-diphenylphosphinoyl-1'-oxoethyl)-6-exo-hydroxymethyl-7-oxabicyclo<2.2.1>hept-2-ene hemiacetal

: 135440-55-0
6-exo-(3,5-dinitrobenzoyloxymethyl)-5-exo-vinyl-7-oxabicyclo<2.2.1>hept-2-ene

Guidance literature:: Multi-step reaction with 3 steps

1: 95 percent / sodium borohydride / methanol / 0 °C

2: 42 percent / sodium hydride (50percent dispersion in oil) / dimethylformamide / 1) 50 deg C, 3 h 20 min, 2) room. temp., 16 h

3: 67 percent / DMAP / CH₂Cl₂ / 0.08 h

With dmap; sodium tetrahydroborate; sodium hydride; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/P19910001485