(9aS,E)-8-ethylidene-3-methoxy-1-phenyl-7,8,9,9a-tetrahydro-1H-2-oxa-6a,10adiazabenzo[cd]cyclopenta[g]azulene-6,10-dione

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Chemical Name:(9aS,E)-8-ethylidene-3-methoxy-1-phenyl-7,8,9,9a-tetrahydro-1H-2-oxa-6a,10adiazabenzo[cd]cyclopenta[g]azulene-6,10-dione
CAS No.:1450821-37-0
Molecular Formula:C₂₂H₂₀N₂O₄
Molecular Weight:376.412
Hs Code.:

Synonyms:(9aS,E)-8-ethylidene-3-methoxy-1-phenyl-7,8,9,9a-tetrahydro-1H-2-oxa-6a,10adiazabenzo[cd]cyclopenta[g]azulene-6,10-dione

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Chemical Property of (9aS,E)-8-ethylidene-3-methoxy-1-phenyl-7,8,9,9a-tetrahydro-1H-2-oxa-6a,10adiazabenzo[cd]cyclopenta[g]azulene-6,10-dione

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Technology Process of (9aS,E)-8-ethylidene-3-methoxy-1-phenyl-7,8,9,9a-tetrahydro-1H-2-oxa-6a,10adiazabenzo[cd]cyclopenta[g]azulene-6,10-dione

There total 26 articles about (9aS,E)-8-ethylidene-3-methoxy-1-phenyl-7,8,9,9a-tetrahydro-1H-2-oxa-6a,10adiazabenzo[cd]cyclopenta[g]azulene-6,10-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: 61.0%

: 1125-88-8
benzaldehyde dimethyl acetal

: 1450821-36-9
(S,E)-2-ethylidene-9-hydroxy-8-methoxy-2,3-dihydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-5,11(10H,11aH)-dione

: 1450821-37-0
(9aS,E)-8-ethylidene-3-methoxy-1-phenyl-7,8,9,9a-tetrahydro-1H-2-oxa-6a,10adiazabenzo[cd]cyclopenta[g]azulene-6,10-dione

Guidance literature:: With toluene-4-sulfonic acid; at 150 ℃; for 8h;
DOI:10.1021/ol4019453

Reference yield:

: 3206-46-0
5-(ethylsulfonyl)-1-phenyl-1H-tetrazole

: (9aS)-3-methoxy-1-phenyl-9,9a-dihydro-1H-2-oxa-6a,10a-diazabenzo[cd]cyclopenta[g]azulene-6,8,10(7H)-trione

: 1450821-37-0
(9aS,E)-8-ethylidene-3-methoxy-1-phenyl-7,8,9,9a-tetrahydro-1H-2-oxa-6a,10adiazabenzo[cd]cyclopenta[g]azulene-6,10-dione

: (9aS)-8-ethylidene-3-methoxy-1-phenyl-7,8,9,9a-tetrahydro-1H-2-oxa-6a,10a-diazabenzo[cd]cyclopenta[g]azulene-6,10-dione

Guidance literature:: 5-(ethylsulfonyl)-1-phenyl-1H-tetrazole; With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.25h; Inert atmosphere;

(9aS)-3-methoxy-1-phenyl-9,9a-dihydro-1H-2-oxa-6a,10a-diazabenzo[cd]cyclopenta[g]azulene-6,8,10(7H)-trione; In tetrahydrofuran; at -78 ℃; for 0.583333h; Overall yield = 67 %; Overall yield = 117 mg; Inert atmosphere;
DOI:10.1016/j.tetlet.2015.06.051

Reference yield:

: 90564-40-2
methyl 3-hydroxy-4-methoxy-2-nitrobenzoate

: 1450821-37-0
(9aS,E)-8-ethylidene-3-methoxy-1-phenyl-7,8,9,9a-tetrahydro-1H-2-oxa-6a,10adiazabenzo[cd]cyclopenta[g]azulene-6,10-dione

Guidance literature:: Multi-step reaction with 4 steps

1: palladium 10% on activated carbon; hydrogen / ethanol / 14 h / 20 °C

2: boron tribromide / -78 - 20 °C

3: benzotriazol-1-ol; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine / N,N-dimethyl-formamide / 16 h

4: toluene-4-sulfonic acid / 8 h / 150 °C

With palladium 10% on activated carbon; hydrogen; boron tribromide; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; benzotriazol-1-ol; toluene-4-sulfonic acid; triethylamine; In ethanol; N,N-dimethyl-formamide;
DOI:10.1021/ol4019453