methyl 3-[(5-hydroxyindol-2-yl)carbonyl]-1-(chloromethyl)-5-benzyloxy-1,2-dihydro-3H-pyrrolo[3,2-e]indole-7-carboxylate

Base Information

Chemical Name:methyl 3-[(5-hydroxyindol-2-yl)carbonyl]-1-(chloromethyl)-5-benzyloxy-1,2-dihydro-3H-pyrrolo[3,2-e]indole-7-carboxylate
CAS No.:952140-13-5
Molecular Formula:C₂₉H₂₄ClN₃O₅
Molecular Weight:529.98
Hs Code.:

Synonyms:methyl 3-[(5-hydroxyindol-2-yl)carbonyl]-1-(chloromethyl)-5-benzyloxy-1,2-dihydro-3H-pyrrolo[3,2-e]indole-7-carboxylate

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Chemical Property of methyl 3-[(5-hydroxyindol-2-yl)carbonyl]-1-(chloromethyl)-5-benzyloxy-1,2-dihydro-3H-pyrrolo[3,2-e]indole-7-carboxylate

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Technology Process of methyl 3-[(5-hydroxyindol-2-yl)carbonyl]-1-(chloromethyl)-5-benzyloxy-1,2-dihydro-3H-pyrrolo[3,2-e]indole-7-carboxylate

There total 4 articles about methyl 3-[(5-hydroxyindol-2-yl)carbonyl]-1-(chloromethyl)-5-benzyloxy-1,2-dihydro-3H-pyrrolo[3,2-e]indole-7-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:

: 21598-06-1
5-hydroxyindole-2-carboxylic acid

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

: 952140-13-5
methyl 3-[(5-hydroxyindol-2-yl)carbonyl]-1-(chloromethyl)-5-benzyloxy-1,2-dihydro-3H-pyrrolo[3,2-e]indole-7-carboxylate

Guidance literature:: With sodium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 25 ℃; for 15h;
DOI:10.1021/ja072777z

Reference yield:

: 21598-06-1
5-hydroxyindole-2-carboxylic acid

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

: 952140-13-5
methyl 3-[(5-hydroxyindol-2-yl)carbonyl]-1-(chloromethyl)-5-benzyloxy-1,2-dihydro-3H-pyrrolo[3,2-e]indole-7-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:

: 919535-18-5
3,6-di-tert-butyl 7-methyl (S)-1-(chloromethyl)-5-hydroxy-1,2-dihydropyrrolo[3,2-e]indole-3,6,7-tricarboxylate

: 952140-13-5
methyl 3-[(5-hydroxyindol-2-yl)carbonyl]-1-(chloromethyl)-5-benzyloxy-1,2-dihydro-3H-pyrrolo[3,2-e]indole-7-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: hydrogenchloride / ethyl acetate / 25 °C

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

With hydrogenchloride; sodium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2010.03.078