methyl (S)-5-(benzyloxy)-1-(chloromethyl)-3-(5-methoxyindole-2-carbonyl)-1,2-dihydropyrrolo[3,2-e]indole-2-carboxylate

Base Information

Chemical Name:methyl (S)-5-(benzyloxy)-1-(chloromethyl)-3-(5-methoxyindole-2-carbonyl)-1,2-dihydropyrrolo[3,2-e]indole-2-carboxylate
CAS No.:1228694-07-2
Molecular Formula:C₃₀H₂₆ClN₃O₅
Molecular Weight:544.007
Hs Code.:

Synonyms:methyl (S)-5-(benzyloxy)-1-(chloromethyl)-3-(5-methoxyindole-2-carbonyl)-1,2-dihydropyrrolo[3,2-e]indole-2-carboxylate

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Chemical Property of methyl (S)-5-(benzyloxy)-1-(chloromethyl)-3-(5-methoxyindole-2-carbonyl)-1,2-dihydropyrrolo[3,2-e]indole-2-carboxylate

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Technology Process of methyl (S)-5-(benzyloxy)-1-(chloromethyl)-3-(5-methoxyindole-2-carbonyl)-1,2-dihydropyrrolo[3,2-e]indole-2-carboxylate

There total 11 articles about methyl (S)-5-(benzyloxy)-1-(chloromethyl)-3-(5-methoxyindole-2-carbonyl)-1,2-dihydropyrrolo[3,2-e]indole-2-carboxylate 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:

: 4382-54-1
5-methoxy-1H-indole-2-carboxylic acid

: 4-benzyloxy-8-chloromethyl-3,6,7,8-tetrahydro-3,6-diaza-as-indacene-2-carboxylic acid methyl ester

: 1228694-07-2
methyl (S)-5-(benzyloxy)-1-(chloromethyl)-3-(5-methoxyindole-2-carbonyl)-1,2-dihydropyrrolo[3,2-e]indole-2-carboxylate

Guidance literature:: With sodium hydrogencarbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl acetamide; at 20 ℃; for 4.5h;

Reference yield:

: 4382-54-1
5-methoxy-1H-indole-2-carboxylic acid

: (S)-8-Chloromethyl-4-hydroxy-3,6,7,8-tetrahydro-pyrrolo[3,2-e]indole-2-carboxylic acid methyl ester; hydrochloride

: 1228694-07-2
methyl (S)-5-(benzyloxy)-1-(chloromethyl)-3-(5-methoxyindole-2-carbonyl)-1,2-dihydropyrrolo[3,2-e]indole-2-carboxylate

Guidance literature:: With sodium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 25 ℃; for 0.5h;
DOI:10.1016/j.bmcl.2010.03.078

Reference yield:

: 736138-02-6
methyl 5-(benzyloxy)-3,6-bis(tert-butyloxycarbonyl)-(1S)-(chloromethyl)-1,2-dihydro-3H-pyrrolo[3,2-e]indole-7-carboxylate

: 1228694-07-2
methyl (S)-5-(benzyloxy)-1-(chloromethyl)-3-(5-methoxyindole-2-carbonyl)-1,2-dihydropyrrolo[3,2-e]indole-2-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 10% palladium on carbon; ammonium formate / tetrahydrofuran; water / 2 h / 25 °C

2: hydrogenchloride / ethyl acetate / 25 °C

3: sodium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 20 °C

With hydrogenchloride; 10% palladium on carbon; ammonium formate; sodium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; water; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2010.03.078