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

Base Information

• Chemical Name: Methyl 5-<(Benzyloxycarbonyl)amino>-3-<<5'-<(benzyloxycarbonyl)amino>-3'-<<5-<(benzyloxycarbonyl)amino>-3-(tert-butyloxycarbonyl)-1,2-dihydro-3H-pyrrolo<3,2-e>indol-7-yl>carbonyl>-1',2'-dihydro-3'H-pyrrolo<3',2'-e>indol-7'-yl>carbonyl>-...
• CAS No.: 139131-87-6
• Molecular Formula: C₆₃H₅₇N₉O₁₂
• Molecular Weight: 1132.2

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

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

Chemical Property:

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

There total 9 articles about Methyl 5-<(Benzyloxycarbonyl)amino>-3-<<5'-<(benzyloxycarbonyl)amino>-3'-<<5-<(benzyloxycarbonyl)amino>-3-(tert-butyloxycarbonyl)-1,2-dihydro-3H-pyrrolo<3,2-e>indol-7-yl>carbonyl>-1',2'-dihydro-3'H-pyrrolo<3',2'-e>indol-7'-yl>carbonyl>-... 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: 89.0%

5-<(Benzyloxycabonyl)amino>-3-(tert-butyloxycarbonyl)-1,2-dihydro-3H-pyrrolo<3,2-e>indole-7-carboxylic Acid (139131-86-5) + 4-Benzyloxycarbonylamino-6-(4-benzyloxycarbonylamino-3,6,7,8-tetrahydro-pyrrolo[3,2-e]indole-2-carbonyl)-3,6,7,8-tetrahydro-pyrrolo[3,2-e]indole-2-carboxylic acid methyl ester; hydrochloride (139131-89-8) → Methyl 5-<(Benzyloxycarbonyl)amino>-3-<<5'-<(benzyloxycarbonyl)amino>-3'-<<5-<(benzyloxycarbonyl)amino>-3-(tert-butyloxycarbonyl)-1,2-dihydro-3H-pyrrolo<3,2-e>indol-7-yl>carbonyl>-1',2'-dihydro-3'H-pyrrolo<3',2'-e>indol-7'-yl>carbonyl>-... (139131-87-6)

Guidance literature:

With sodium hydrogencarbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In N,N-dimethyl-formamide; at 23 ℃; for 48h;

DOI:10.1021/jo00030a042

Reference yield:

methyl 3-(tert-butyloxycarbonyl)-1,2-dihydro-3H-pyrrolo<3,2-e>indole-7-carboxylate (107474-66-8) → Methyl 5-<(Benzyloxycarbonyl)amino>-3-<<5'-<(benzyloxycarbonyl)amino>-3'-<<5-<(benzyloxycarbonyl)amino>-3-(tert-butyloxycarbonyl)-1,2-dihydro-3H-pyrrolo<3,2-e>indol-7-yl>carbonyl>-1',2'-dihydro-3'H-pyrrolo<3',2'-e>indol-7'-yl>carbonyl>-... (139131-87-6)

Guidance literature:

Multi-step reaction with 7 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

6: HCl / ethyl acetate / 0.5 h

7: 89 percent / 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide (EDCI), NaHCO₃ / dimethylformamide / 48 h / 23 °C

With hydrogenchloride; lithium hydroxide; sodium dithionite; water; hydrogen; nitric acid; sodium hydrogencarbonate; potassium carbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; palladium on activated charcoal; In tetrahydrofuran; nitromethane; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jo00030a042

Reference yield:

Methyl 3-(tert-Butyloxycarbonyl)-5-nitro-1,2-dihydro-3H-pyrrolo<3,2-e>indole-7-carboxylate (139131-83-2) → Methyl 5-<(Benzyloxycarbonyl)amino>-3-<<5'-<(benzyloxycarbonyl)amino>-3'-<<5-<(benzyloxycarbonyl)amino>-3-(tert-butyloxycarbonyl)-1,2-dihydro-3H-pyrrolo<3,2-e>indol-7-yl>carbonyl>-1',2'-dihydro-3'H-pyrrolo<3',2'-e>indol-7'-yl>carbonyl>-... (139131-87-6)

Guidance literature:

Multi-step reaction with 6 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

5: HCl / ethyl acetate / 0.5 h

6: 89 percent / 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide (EDCI), NaHCO₃ / dimethylformamide / 48 h / 23 °C

With hydrogenchloride; lithium hydroxide; sodium dithionite; water; hydrogen; sodium hydrogencarbonate; potassium carbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; palladium on activated charcoal; In tetrahydrofuran; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jo00030a042

upstream raw materials:

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

4-Benzyloxycarbonylamino-6-(4-benzyloxycarbonylamino-3,6,7,8-tetrahydro-pyrrolo[3,2-e]indole-2-carbonyl)-3,6,7,8-tetrahydro-pyrrolo[3,2-e]indole-2-carboxylic acid methyl ester; hydrochloride

benzyl chloroformate

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

Downstream raw materials:

C₅₈H₄₉N₉O₁₀*ClH

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