Methyl 5-<(Benzyloxycarbonyl)amino>-3-<<5'--3'-(tert-butyloxycarbonyl)-1',2'-dihydro-3'H-pyrrolo<3',2'-e>indol-7'-yl>carbonyl>-1,2-dihydro-3H-pyrrolo<3,2-e>indole-7-carboxylate

Base Information

Chemical Name:Methyl 5-<(Benzyloxycarbonyl)amino>-3-<<5'--3'-(tert-butyloxycarbonyl)-1',2'-dihydro-3'H-pyrrolo<3',2'-e>indol-7'-yl>carbonyl>-1,2-dihydro-3H-pyrrolo<3,2-e>indole-7-carboxylate
CAS No.:139166-29-3
Molecular Formula:C₄₄H₄₂N₆O₉
Molecular Weight:798.852
Hs Code.:

Methyl 5-<(Benzyloxycarbonyl)amino>-3-<<5'-<benzyloxycarbonyl)amino>-3'-(tert-butyloxycarbonyl)-1',2'-dihydro-3'H-pyrrolo<3',2'-e>indol-7'-yl>carbonyl>-1,2-dihydro-3H-pyrrolo<3,2-e>indole-7-carboxylate

Synonyms:Methyl 5-<(Benzyloxycarbonyl)amino>-3-<<5'--3'-(tert-butyloxycarbonyl)-1',2'-dihydro-3'H-pyrrolo<3',2'-e>indol-7'-yl>carbonyl>-1,2-dihydro-3H-pyrrolo<3,2-e>indole-7-carboxylate

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Chemical Property of Methyl 5-<(Benzyloxycarbonyl)amino>-3-<<5'--3'-(tert-butyloxycarbonyl)-1',2'-dihydro-3'H-pyrrolo<3',2'-e>indol-7'-yl>carbonyl>-1,2-dihydro-3H-pyrrolo<3,2-e>indole-7-carboxylate

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Technology Process of Methyl 5-<(Benzyloxycarbonyl)amino>-3-<<5'--3'-(tert-butyloxycarbonyl)-1',2'-dihydro-3'H-pyrrolo<3',2'-e>indol-7'-yl>carbonyl>-1,2-dihydro-3H-pyrrolo<3,2-e>indole-7-carboxylate

There total 6 articles about Methyl 5-<(Benzyloxycarbonyl)amino>-3-<<5'--3'-(tert-butyloxycarbonyl)-1',2'-dihydro-3'H-pyrrolo<3',2'-e>indol-7'-yl>carbonyl>-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: 65.0%

: 139131-86-5
5-<(Benzyloxycabonyl)amino>-3-(tert-butyloxycarbonyl)-1,2-dihydro-3H-pyrrolo<3,2-e>indole-7-carboxylic Acid

: 139131-85-4
4-Benzyloxycarbonylamino-3,6,7,8-tetrahydro-pyrrolo[3,2-e]indole-2-carboxylic acid methyl ester; hydrochloride

: 139166-29-3
Methyl 5-<(Benzyloxycarbonyl)amino>-3-<<5'--3'-(tert-butyloxycarbonyl)-1',2'-dihydro-3'H-pyrrolo<3',2'-e>indol-7'-yl>carbonyl>-1,2-dihydro-3H-pyrrolo<3,2-e>indole-7-carboxylate

Guidance literature:: With sodium hydrogencarbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In N,N-dimethyl-formamide; at 23 ℃; for 49h;
DOI:10.1021/jo00030a042

Reference yield:

: 107474-66-8
methyl 3-(tert-butyloxycarbonyl)-1,2-dihydro-3H-pyrrolo<3,2-e>indole-7-carboxylate

: 139166-29-3
Methyl 5-<(Benzyloxycarbonyl)amino>-3-<<5'--3'-(tert-butyloxycarbonyl)-1',2'-dihydro-3'H-pyrrolo<3',2'-e>indol-7'-yl>carbonyl>-1,2-dihydro-3H-pyrrolo<3,2-e>indole-7-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: 82 percent / HNO₃ / nitromethane / 1.5 h / 0 °C

2: 93 percent / H₂ / 10percent Pd-C / tetrahydrofuran / 12 h / 760 Torr

3: 83 percent / K₂CO₃ / tetrahydrofuran / 1.) 0 deg C, 1 h, 2.) 23 deg C, 1 h

4: 99 percent / LiOH, H₂O, sodium dithionite / tetrahydrofuran / 72 h / 23 °C

5: 65 percent / 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide (EDCI), NaHCO₃ / dimethylformamide / 49 h / 23 °C

With lithium hydroxide; sodium dithionite; water; hydrogen; nitric acid; sodium hydrogencarbonate; potassium carbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; palladium on activated charcoal; In tetrahydrofuran; nitromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00030a042

Reference yield:

: 139131-83-2
Methyl 3-(tert-Butyloxycarbonyl)-5-nitro-1,2-dihydro-3H-pyrrolo<3,2-e>indole-7-carboxylate

: 139166-29-3
Methyl 5-<(Benzyloxycarbonyl)amino>-3-<<5'--3'-(tert-butyloxycarbonyl)-1',2'-dihydro-3'H-pyrrolo<3',2'-e>indol-7'-yl>carbonyl>-1,2-dihydro-3H-pyrrolo<3,2-e>indole-7-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 93 percent / H₂ / 10percent Pd-C / tetrahydrofuran / 12 h / 760 Torr

2: 83 percent / K₂CO₃ / tetrahydrofuran / 1.) 0 deg C, 1 h, 2.) 23 deg C, 1 h

3: 99 percent / LiOH, H₂O, sodium dithionite / tetrahydrofuran / 72 h / 23 °C

4: 65 percent / 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide (EDCI), NaHCO₃ / dimethylformamide / 49 h / 23 °C

With lithium hydroxide; sodium dithionite; water; hydrogen; sodium hydrogencarbonate; potassium carbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; palladium on activated charcoal; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/jo00030a042