cis-3-(4-nitrophenyl)-8-phenoxy-2-oxa-4-azabicyclo<3.3.0>oct-3-ene hydrochloride

Base Information

Chemical Name:cis-3-(4-nitrophenyl)-8-phenoxy-2-oxa-4-azabicyclo<3.3.0>oct-3-ene hydrochloride
CAS No.:97133-75-0
Molecular Formula:C₁₈H₁₆N₂O₄*ClH
Molecular Weight:360.797
Hs Code.:

Synonyms:cis-3-(4-nitrophenyl)-8-phenoxy-2-oxa-4-azabicyclo<3.3.0>oct-3-ene hydrochloride

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Chemical Property of cis-3-(4-nitrophenyl)-8-phenoxy-2-oxa-4-azabicyclo<3.3.0>oct-3-ene hydrochloride

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Technology Process of cis-3-(4-nitrophenyl)-8-phenoxy-2-oxa-4-azabicyclo<3.3.0>oct-3-ene hydrochloride

There total 9 articles about cis-3-(4-nitrophenyl)-8-phenoxy-2-oxa-4-azabicyclo<3.3.0>oct-3-ene hydrochloride 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: 80.0%

: 97133-74-9
N-(trans-2-hydroxy-cis-3-phenoxycyclopentyl)-4-nitrobenzamide

: 97133-75-0
cis-3-(4-nitrophenyl)-8-phenoxy-2-oxa-4-azabicyclo<3.3.0>oct-3-ene hydrochloride

Guidance literature:: With thionyl chloride; at 40 ℃; for 2h;
DOI:10.1021/jo00217a017

Reference yield:

: 3212-60-0,6426-28-4,62894-08-0,109431-72-3
cyclopent-2-enol

: 97133-75-0
cis-3-(4-nitrophenyl)-8-phenoxy-2-oxa-4-azabicyclo<3.3.0>oct-3-ene hydrochloride

Guidance literature:: Multi-step reaction with 6 steps

1: 57 percent / vanadyl acetylacetonate, tert-butyl hydroperoxide / benzene / 1.) 80 deg C, 15 min, 2.) 40 deg C, 5 h

2: 79.5 percent / triphenylphosphine, isopropyl azocarboxylate / tetrahydrofuran / 24 h / Ambient temperature

3: 87 percent / sodium azide, ammonium chloride / ethanol; H₂O / 16 h / Heating

4: hydrogen / 5percent Pd/C / ethanol / 16 h

5: 75 percent / triethylamine / diethyl ether; tetrahydrofuran / 0.17 h

6: 80 percent / SOCl₂ / 2 h / 40 °C

With tert.-butylhydroperoxide; thionyl chloride; sodium azide; di-isopropyl azodicarboxylate; vanadyl acetylacetonate; ammonium chloride; hydrogen; triethylamine; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; ethanol; water; benzene;
DOI:10.1021/jo00217a017

Reference yield:

: 25484-62-2,29782-88-5,765-54-8,25516-47-6,34310-95-7,120577-03-9,139015-06-8
cis-6-oxabicyclo<3.1.0>cyclohexan-2-ol

: 97133-75-0
cis-3-(4-nitrophenyl)-8-phenoxy-2-oxa-4-azabicyclo<3.3.0>oct-3-ene hydrochloride

Guidance literature:: Multi-step reaction with 5 steps

1: 79.5 percent / triphenylphosphine, isopropyl azocarboxylate / tetrahydrofuran / 24 h / Ambient temperature

2: 87 percent / sodium azide, ammonium chloride / ethanol; H₂O / 16 h / Heating

3: hydrogen / 5percent Pd/C / ethanol / 16 h

4: 75 percent / triethylamine / diethyl ether; tetrahydrofuran / 0.17 h

5: 80 percent / SOCl₂ / 2 h / 40 °C

With thionyl chloride; sodium azide; di-isopropyl azodicarboxylate; ammonium chloride; hydrogen; triethylamine; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; ethanol; water;
DOI:10.1021/jo00217a017