5-E-ethylidene-6-methoxycarbonylmethyl-3-phenoxycarbonyl-1,2,3,4,5,6,7,8-octahydro-9H-azecino<5,4-b>indole

Base Information

Chemical Name:5-E-ethylidene-6-methoxycarbonylmethyl-3-phenoxycarbonyl-1,2,3,4,5,6,7,8-octahydro-9H-azecino<5,4-b>indole
CAS No.:79228-09-4
Molecular Formula:C₂₇H₃₀N₂O₄
Molecular Weight:446.546
Hs Code.:

Synonyms:5-E-ethylidene-6-methoxycarbonylmethyl-3-phenoxycarbonyl-1,2,3,4,5,6,7,8-octahydro-9H-azecino<5,4-b>indole

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Chemical Property of 5-E-ethylidene-6-methoxycarbonylmethyl-3-phenoxycarbonyl-1,2,3,4,5,6,7,8-octahydro-9H-azecino<5,4-b>indole

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Technology Process of 5-E-ethylidene-6-methoxycarbonylmethyl-3-phenoxycarbonyl-1,2,3,4,5,6,7,8-octahydro-9H-azecino<5,4-b>indole

There total 17 articles about 5-E-ethylidene-6-methoxycarbonylmethyl-3-phenoxycarbonyl-1,2,3,4,5,6,7,8-octahydro-9H-azecino<5,4-b>indole 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: 76.0%

: 23107-03-1,23107-04-2,32789-73-4,34441-49-1,55903-46-3,101400-33-3,115586-73-7,117772-43-7
methyl 2-((12b,E)-3-ethylidene-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizin-2-yl)acetate

: 1885-14-9
phenyl chloroformate

: 79228-09-4
5-E-ethylidene-6-methoxycarbonylmethyl-3-phenoxycarbonyl-1,2,3,4,5,6,7,8-octahydro-9H-azecino<5,4-b>indole

Guidance literature:: With sodium cyanoborohydride; at -70 ℃;
DOI:10.1016/S0040-4039(01)90396-X

Reference yield:

: 61-54-1
tryptamine

: 79228-09-4
5-E-ethylidene-6-methoxycarbonylmethyl-3-phenoxycarbonyl-1,2,3,4,5,6,7,8-octahydro-9H-azecino<5,4-b>indole

Guidance literature:: Multi-step reaction with 14 steps

1: 95 percent / 1,1'-carbonyldiimidazole / tetrahydrofuran

2: 1.) POCl₃, 2.) NaBH₄ / 1.) benzene, reflux, 2.) EtOH, 0 deg C

3: pyridine / -20 °C

4: 49 percent / NaH / tetrahydrofuran / Ambient temperature

5: NaOH / aq. ethanol / Ambient temperature

6: dimethylformamide / 100 °C

7: NaAlH₄ / tetrahydrofuran / 0 °C

9: dimethylformamide / 70 °C

10: NaOCH₃ / methanol

11: ZnCl₂ / 140 °C

12: i-Bu₂AlH / tetrahydrofuran / -20 °C

14: 76 percent / NaBH₃CN / -70 °C

With sodium hydroxide; sodium tetrahydroborate; sodium aluminum tetrahydride; sodium methylate; sodium hydride; diisobutylaluminium hydride; sodium cyanoborohydride; 1,1'-carbonyldiimidazole; zinc(II) chloride; trichlorophosphate; In tetrahydrofuran; pyridine; methanol; ethanol; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(01)90396-X

Reference yield:

: 79235-42-0
2-(2,3,4,9-Tetrahydro-1H-β-carbolin-1-ylmethyl)-malonic acid diethyl ester

: 79228-09-4
5-E-ethylidene-6-methoxycarbonylmethyl-3-phenoxycarbonyl-1,2,3,4,5,6,7,8-octahydro-9H-azecino<5,4-b>indole

Guidance literature:: Multi-step reaction with 12 steps

1: pyridine / -20 °C

2: 49 percent / NaH / tetrahydrofuran / Ambient temperature

3: NaOH / aq. ethanol / Ambient temperature

4: dimethylformamide / 100 °C

5: NaAlH₄ / tetrahydrofuran / 0 °C

7: dimethylformamide / 70 °C

8: NaOCH₃ / methanol

9: ZnCl₂ / 140 °C

10: i-Bu₂AlH / tetrahydrofuran / -20 °C

12: 76 percent / NaBH₃CN / -70 °C

With sodium hydroxide; sodium aluminum tetrahydride; sodium methylate; sodium hydride; diisobutylaluminium hydride; sodium cyanoborohydride; zinc(II) chloride; In tetrahydrofuran; pyridine; methanol; ethanol; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(01)90396-X