(11aS)-3-(9-benzyloxy-8-methyl-5,11-dioxo-5,10,11,11a-tetrahydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepin-2-yl)acrylic acid ethyl ester

Base Information

Chemical Name:(11aS)-3-(9-benzyloxy-8-methyl-5,11-dioxo-5,10,11,11a-tetrahydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepin-2-yl)acrylic acid ethyl ester
CAS No.:792948-29-9
Molecular Formula:C₂₅H₂₄N₂O₅
Molecular Weight:432.476
Hs Code.:

Synonyms:(11aS)-3-(9-benzyloxy-8-methyl-5,11-dioxo-5,10,11,11a-tetrahydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepin-2-yl)acrylic acid ethyl ester

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Chemical Property of (11aS)-3-(9-benzyloxy-8-methyl-5,11-dioxo-5,10,11,11a-tetrahydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepin-2-yl)acrylic acid ethyl ester

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Technology Process of (11aS)-3-(9-benzyloxy-8-methyl-5,11-dioxo-5,10,11,11a-tetrahydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepin-2-yl)acrylic acid ethyl ester

There total 15 articles about (11aS)-3-(9-benzyloxy-8-methyl-5,11-dioxo-5,10,11,11a-tetrahydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepin-2-yl)acrylic acid ethyl ester 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: 50.0%

: 792948-37-9
(11aS)-3-(9-benzyloxy-8-methyl-5,11-dioxo-5,10,11,11a-tetrahydro-3H-benzo[e]pyrrolo[1,2-a][1,4]diazepin-2-yl)acrylic acid ethyl ester

: 792948-29-9
(11aS)-3-(9-benzyloxy-8-methyl-5,11-dioxo-5,10,11,11a-tetrahydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepin-2-yl)acrylic acid ethyl ester

Guidance literature:: With ruthenium trichloride; In ethanol; at 110 ℃; for 24h;
DOI:10.1016/j.tet.2004.07.040

Reference yield:

: 4-vinyl-2,5-dihydro-1H-pyrrole-2-carboxylic acid methyl ester

: 792948-29-9
(11aS)-3-(9-benzyloxy-8-methyl-5,11-dioxo-5,10,11,11a-tetrahydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepin-2-yl)acrylic acid ethyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 93 mg / Et₃N / CH₂Cl₂ / 12 h / 0 °C

2: Zn; AcOH / CH₂Cl₂ / 0.33 h / 20 °C

3: 451 mg / aq. HCl / tetrahydrofuran / 24 h / 20 °C

4: 91 percent / [1,3-Mes₂-(N₂C₃H₅)]Cl₂(PCy₃)Ru=CHPh / CH₂Cl₂ / 12 h / Heating

5: K₂CO₃ / methanol / 9 h / 0 °C

6: MnO₂ / CH₂Cl₂ / 72 h / 20 °C

7: aq. NaClO₂; KH₂PO₄; 2-methyl-2-butene / 2-methyl-propan-2-ol / 3 h / 20 °C

8: 11 mg / SOCl₂ / 18 h / 20 °C

9: RuCl₃*3H₂O / 110 °C

With hydrogenchloride; manganese(IV) oxide; ruthenium trichloride; sodium chlorite; potassium dihydrogenphosphate; thionyl chloride; 2-methyl-but-2-ene; [1,3-Mes₂-(N₂C₃H₅)]Cl₂(PCy₃)Ru=CHPh; potassium carbonate; acetic acid; triethylamine; zinc; In tetrahydrofuran; methanol; dichloromethane; tert-butyl alcohol;
DOI:10.1016/j.tet.2004.07.040

Reference yield:

: 792948-36-8
(S)-4-methylsulfanyl-2-prop-2-ynylaminobutyric acid methyl ester

: 792948-29-9
(11aS)-3-(9-benzyloxy-8-methyl-5,11-dioxo-5,10,11,11a-tetrahydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepin-2-yl)acrylic acid ethyl ester

Guidance literature:: Multi-step reaction with 14 steps

1: 100 percent / aq. KHCO₃ / ethyl acetate / 14 h / 0 °C

2: 100 percent / aq. NaIO₄ / methanol / 4 h / 0 °C

3: 37 percent / xylene / 60 h / 140 °C

4: 76 percent / (PCy₃)2Cl₂Ru=CHPh / CH₂Cl₂ / 24 h / 20 °C

5: TMSCl; NaI / acetonitrile / 10 h / 20 °C

6: 93 mg / Et₃N / CH₂Cl₂ / 12 h / 0 °C

7: Zn; AcOH / CH₂Cl₂ / 0.33 h / 20 °C

8: 451 mg / aq. HCl / tetrahydrofuran / 24 h / 20 °C

9: 91 percent / [1,3-Mes₂-(N₂C₃H₅)]Cl₂(PCy₃)Ru=CHPh / CH₂Cl₂ / 12 h / Heating

10: K₂CO₃ / methanol / 9 h / 0 °C

11: MnO₂ / CH₂Cl₂ / 72 h / 20 °C

12: aq. NaClO₂; KH₂PO₄; 2-methyl-2-butene / 2-methyl-propan-2-ol / 3 h / 20 °C

13: 11 mg / SOCl₂ / 18 h / 20 °C

14: RuCl₃*3H₂O / 110 °C

With hydrogenchloride; manganese(IV) oxide; ruthenium trichloride; sodium chlorite; sodium periodate; potassium dihydrogenphosphate; Grubbs catalyst first generation; chloro-trimethyl-silane; thionyl chloride; 2-methyl-but-2-ene; [1,3-Mes₂-(N₂C₃H₅)]Cl₂(PCy₃)Ru=CHPh; potassium carbonate; potassium hydrogencarbonate; acetic acid; triethylamine; sodium iodide; zinc; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; acetonitrile; xylene; tert-butyl alcohol;
DOI:10.1016/j.tet.2004.07.040