2-[(2,2-dimethyl-1,3-dioxolan-4-yl)methoxy]-4-nitrobenzyl 1-(chloromethyl)-3-[(5,6,7-trimethoxy-1H-indol-2-yl)carbonyl]-2,3-dihydro-1H-benzo[e]indol-5-ylcarbamate

Base Information

Chemical Name:2-[(2,2-dimethyl-1,3-dioxolan-4-yl)methoxy]-4-nitrobenzyl 1-(chloromethyl)-3-[(5,6,7-trimethoxy-1H-indol-2-yl)carbonyl]-2,3-dihydro-1H-benzo[e]indol-5-ylcarbamate
CAS No.:304015-50-7
Molecular Formula:C₃₉H₃₉ClN₄O₁₁
Molecular Weight:775.212
Hs Code.:

2-[(2,2-dimethyl-1,3-dioxolan-4-yl)methoxy]-4-nitrobenzyl 1-(chloromethyl)-3-[(5,6,7-trimethoxy-1H-indol-2-yl)carbonyl]-2,3-dihydro-1H-benzo[e]indol-5-ylcarbamate

Synonyms:2-[(2,2-dimethyl-1,3-dioxolan-4-yl)methoxy]-4-nitrobenzyl 1-(chloromethyl)-3-[(5,6,7-trimethoxy-1H-indol-2-yl)carbonyl]-2,3-dihydro-1H-benzo[e]indol-5-ylcarbamate

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Chemical Property of 2-[(2,2-dimethyl-1,3-dioxolan-4-yl)methoxy]-4-nitrobenzyl 1-(chloromethyl)-3-[(5,6,7-trimethoxy-1H-indol-2-yl)carbonyl]-2,3-dihydro-1H-benzo[e]indol-5-ylcarbamate

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Technology Process of 2-[(2,2-dimethyl-1,3-dioxolan-4-yl)methoxy]-4-nitrobenzyl 1-(chloromethyl)-3-[(5,6,7-trimethoxy-1H-indol-2-yl)carbonyl]-2,3-dihydro-1H-benzo[e]indol-5-ylcarbamate

There total 5 articles about 2-[(2,2-dimethyl-1,3-dioxolan-4-yl)methoxy]-4-nitrobenzyl 1-(chloromethyl)-3-[(5,6,7-trimethoxy-1H-indol-2-yl)carbonyl]-2,3-dihydro-1H-benzo[e]indol-5-ylcarbamate 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: 96.0%

: 32315-10-9
bis(trichloromethyl) carbonate

: 193225-66-0
5-amino-1-(chloromethyl)-<(5,6,7-trimethoxyindol-2-yl)carbonyl>-1,2-dihydro-3H-benzindole

: 304015-49-4
{2-[(2,2-dimethyl-1,3-dioxolan-4-yl)methoxy]-4-nitrophenyl}methanol

: 304015-50-7
2-[(2,2-dimethyl-1,3-dioxolan-4-yl)methoxy]-4-nitrobenzyl 1-(chloromethyl)-3-[(5,6,7-trimethoxy-1H-indol-2-yl)carbonyl]-2,3-dihydro-1H-benzo[e]indol-5-ylcarbamate

Guidance literature:: bis(trichloromethyl) carbonate; 5-amino-1-(chloromethyl)-<(5,6,7-trimethoxyindol-2-yl)carbonyl>-1,2-dihydro-3H-benzindole; With triethylamine; In dichloromethane; at 20 ℃;

{2-[(2,2-dimethyl-1,3-dioxolan-4-yl)methoxy]-4-nitrophenyl}methanol; With dibutyltin diacetate; In dichloromethane; at 20 ℃;
DOI:10.1021/jm0205191

Reference yield:

: 13684-28-1
2-hydroxy-4-nitro-benzoic acid methyl ester

: 304015-50-7
2-[(2,2-dimethyl-1,3-dioxolan-4-yl)methoxy]-4-nitrobenzyl 1-(chloromethyl)-3-[(5,6,7-trimethoxy-1H-indol-2-yl)carbonyl]-2,3-dihydro-1H-benzo[e]indol-5-ylcarbamate

Guidance literature:: Multi-step reaction with 5 steps

1.1: K₂CO₃ / dimethylformamide / 20 °C

1.2: 59 percent / dimethylformamide / 100 °C

2.1: 78 percent / aq. HClO₄ / tetrahydrofuran / 16 h / 20 °C

3.1: 100 percent / PPTS / dimethylformamide / 24 h / 20 °C

4.1: 92 percent / DIBAL-H / tetrahydrofuran; CH₂Cl₂ / 5 °C

5.1: Et₃N / CH₂Cl₂ / 20 °C

5.2: 96 percent / n-Bu₂Sn(OAc)2 / CH₂Cl₂ / 20 °C

With perchloric acid; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; potassium carbonate; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm0205191

Reference yield:

: 304015-46-1
methyl 4-nitro-2-(2-oxiranylmethoxy)benzoate

: 304015-50-7
2-[(2,2-dimethyl-1,3-dioxolan-4-yl)methoxy]-4-nitrobenzyl 1-(chloromethyl)-3-[(5,6,7-trimethoxy-1H-indol-2-yl)carbonyl]-2,3-dihydro-1H-benzo[e]indol-5-ylcarbamate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 78 percent / aq. HClO₄ / tetrahydrofuran / 16 h / 20 °C

2.1: 100 percent / PPTS / dimethylformamide / 24 h / 20 °C

3.1: 92 percent / DIBAL-H / tetrahydrofuran; CH₂Cl₂ / 5 °C

4.1: Et₃N / CH₂Cl₂ / 20 °C

4.2: 96 percent / n-Bu₂Sn(OAc)2 / CH₂Cl₂ / 20 °C

With perchloric acid; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm0205191