7α,8-bis(methoxycarbonyl)-4-oxo-5α-<(4-methylphenyl)sulfinyl>-1,4,5,6β,7,8-hexahydro-2H-3,6-ethanoazonino<5,4-b>indole

Base Information

Chemical Name:7α,8-bis(methoxycarbonyl)-4-oxo-5α-<(4-methylphenyl)sulfinyl>-1,4,5,6β,7,8-hexahydro-2H-3,6-ethanoazonino<5,4-b>indole
CAS No.:152884-71-4
Molecular Formula:C₂₇H₂₈N₂O₆S
Molecular Weight:508.595
Hs Code.:

Synonyms:7α,8-bis(methoxycarbonyl)-4-oxo-5α-<(4-methylphenyl)sulfinyl>-1,4,5,6β,7,8-hexahydro-2H-3,6-ethanoazonino<5,4-b>indole

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Chemical Property of 7α,8-bis(methoxycarbonyl)-4-oxo-5α-<(4-methylphenyl)sulfinyl>-1,4,5,6β,7,8-hexahydro-2H-3,6-ethanoazonino<5,4-b>indole

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Technology Process of 7α,8-bis(methoxycarbonyl)-4-oxo-5α-<(4-methylphenyl)sulfinyl>-1,4,5,6β,7,8-hexahydro-2H-3,6-ethanoazonino<5,4-b>indole

There total 7 articles about 7α,8-bis(methoxycarbonyl)-4-oxo-5α-<(4-methylphenyl)sulfinyl>-1,4,5,6β,7,8-hexahydro-2H-3,6-ethanoazonino<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: 13.4%

: (+)-7,8-bis(methoxycarbonyl)-3-<((4-methylphenyl)sulfinyl)acetyl>-1,2,3,4,5,8-hexahydroazonino<5,4-b>indole

: 152884-72-5
7β,8-bis(methoxycarbonyl)-4-oxo-5β-<(4-methylphenyl)sulfinyl>-1,4,5,6β,7,8-hexahydro-2H-3,6-ethanoazonino<5,4-b>indole

: 152884-73-6
7β,8-bis(methoxycarbonyl)-4-oxo-5α-<(4-methylphenyl)sulfinyl>-1,4,5,6β,7,8-hexahydro-2H-3,6-ethanoazonino<5,4-b>indole

: 152884-70-3
7α,8-bis(methoxycarbonyl)-4-oxo-5β-<(4-methylphenyl)sulfinyl>-1,4,5,6α,7,8-hexahydro-2H-3,6-ethanoazonino<5,4-b>indole

: 152884-71-4
7α,8-bis(methoxycarbonyl)-4-oxo-5α-<(4-methylphenyl)sulfinyl>-1,4,5,6β,7,8-hexahydro-2H-3,6-ethanoazonino<5,4-b>indole

Guidance literature:: With sodium hydride; In tetrahydrofuran; at 0 ℃; for 1h;
DOI:10.1021/ja00071a025

Reference yield:

: 79888-14-5
2,3,6,11-tetrahydro-1H,5H-indolizino[8,7-b]indole-11b-carboxylic acid methyl ester

: 152884-71-4
7α,8-bis(methoxycarbonyl)-4-oxo-5α-<(4-methylphenyl)sulfinyl>-1,4,5,6β,7,8-hexahydro-2H-3,6-ethanoazonino<5,4-b>indole

Guidance literature:: Multi-step reaction with 5 steps

1: 10 percent / CH₂Cl₂ / 40 h / 25 °C

2: 86 percent / aq. sodium hydroxide, benzyltriethylammonium chloride / CH₂Cl₂ / 2 h / 0 °C

3: 82.2 percent / acetic acid, zinc / tetrahydrofuran / 10 h / 25 °C

4: 83 percent / triethylamine, bis(2-oxo-3-oxazolidinyl)phosphinic acid / CH₂Cl₂ / 1 h / 0 °C

5: 20.9 percent / sodium hydride / tetrahydrofuran / 1 h / 0 °C

With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; sodium hydride; bis(2-oxo-3-oxazolidinyl)-phosphinic acid; acetic acid; triethylamine; zinc; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja00071a025

Reference yield:

: 88981-65-1
(R_S)-p-tolylsulfinylacetic acid

: 152884-71-4
7α,8-bis(methoxycarbonyl)-4-oxo-5α-<(4-methylphenyl)sulfinyl>-1,4,5,6β,7,8-hexahydro-2H-3,6-ethanoazonino<5,4-b>indole

Guidance literature:: Multi-step reaction with 2 steps

1: 83 percent / triethylamine, bis(2-oxo-3-oxazolidinyl)phosphinic acid / CH₂Cl₂ / 1 h / 0 °C

2: 20.9 percent / sodium hydride / tetrahydrofuran / 1 h / 0 °C

With sodium hydride; bis(2-oxo-3-oxazolidinyl)-phosphinic acid; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja00071a025