12-(4-methoxy-benzyl)-10-oxo-5,6,7,8,9,10,11,12-octahydro-7,12-diaza-cyclonona[a]indene-11-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: 12-(4-methoxy-benzyl)-10-oxo-5,6,7,8,9,10,11,12-octahydro-7,12-diaza-cyclonona[a]indene-11-carboxylic acid tert-butyl ester
• CAS No.: 918803-45-9
• Molecular Formula: C₂₇H₃₂N₂O₄
• Molecular Weight: 448.562

Synonyms:12-(4-methoxy-benzyl)-10-oxo-5,6,7,8,9,10,11,12-octahydro-7,12-diaza-cyclonona[a]indene-11-carboxylic acid tert-butyl ester

Chemical Property of 12-(4-methoxy-benzyl)-10-oxo-5,6,7,8,9,10,11,12-octahydro-7,12-diaza-cyclonona[a]indene-11-carboxylic acid tert-butyl ester

Chemical Property:

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Technology Process of 12-(4-methoxy-benzyl)-10-oxo-5,6,7,8,9,10,11,12-octahydro-7,12-diaza-cyclonona[a]indene-11-carboxylic acid tert-butyl ester

There total 3 articles about 12-(4-methoxy-benzyl)-10-oxo-5,6,7,8,9,10,11,12-octahydro-7,12-diaza-cyclonona[a]indene-11-carboxylic acid tert-butyl 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: 86.0%

11-(4-methoxy-benzyl)-1-oxo-2,3,6,11-tetrahydro-1H,5H-indolizino[8,7-b]indole-11b-carboxylic acid tert-butyl ester (918803-44-8) → 12-(4-methoxy-benzyl)-10-oxo-5,6,7,8,9,10,11,12-octahydro-7,12-diaza-cyclonona[a]indene-11-carboxylic acid tert-butyl ester (918803-45-9)

Guidance literature:

With samarium diiodide; In tetrahydrofuran; at 20 ℃; for 3h;

DOI:10.1021/jo061724h

Reference yield:

5-Chloro-2,3-dioxo-pentanoic acid tert-butyl ester (117917-42-7) → 12-(4-methoxy-benzyl)-10-oxo-5,6,7,8,9,10,11,12-octahydro-7,12-diaza-cyclonona[a]indene-11-carboxylic acid tert-butyl ester (918803-45-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / acetonitrile / 8 h / 20 °C

2: 86 percent / SmI₂ / tetrahydrofuran / 3 h / 20 °C

With samarium diiodide; In tetrahydrofuran; acetonitrile;

DOI:10.1021/jo061724h

Reference yield:

2-(1-(4-methoxybenzyl)-1H-indol-3-yl)ethan-1-amine (157561-19-8) → 12-(4-methoxy-benzyl)-10-oxo-5,6,7,8,9,10,11,12-octahydro-7,12-diaza-cyclonona[a]indene-11-carboxylic acid tert-butyl ester (918803-45-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / acetonitrile / 8 h / 20 °C

2: 86 percent / SmI₂ / tetrahydrofuran / 3 h / 20 °C

With samarium diiodide; In tetrahydrofuran; acetonitrile;

DOI:10.1021/jo061724h

upstream raw materials:

11-(4-methoxy-benzyl)-1-oxo-2,3,6,11-tetrahydro-1H,5H-indolizino[8,7-b]indole-11b-carboxylic acid tert-butyl ester

5-Chloro-2,3-dioxo-pentanoic acid tert-butyl ester

2-(1-(4-methoxybenzyl)-1H-indol-3-yl)ethan-1-amine

Downstream raw materials:

C₂₈H₃₂N₂O₄

C₂₅H₂₆N₂O₂

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